产品详情
pd_meltingpoint:44-46 °C(lit.)
factory supply Manufacturer (1S,5R)-2-Oxabicyclo[3.3.0]oct-6-en-3-one 43119-28-4 Pharmaceutical Grade
- Molecular Formula:C7H8O2
 - Molecular Weight:124.139
 - Vapor Pressure:0.0105mmHg at 25°C
 - Melting Point:44-46 °C(lit.)
 - Refractive Index:1.4906 (estimate)
 - Boiling Point:263.1oC at 760 mmHg
 - Flash Point:104oC
 - PSA:26.30000
 - Density:1.196g/cm3
 - LogP:0.87800
 
(1S,5R)-(-)-2-OXABICYCLO[3.3.0]OCT-6-EN-3-ONE(Cas 43119-28-4) Usage
| 
                             Chemical Properties  | 
             			white to beige or brownish crystalline powder  | 
             		
| 
                                 Consumer Uses  | 
        			        ECHA has no public registered data indicating whether or in which chemical products the substance might be used. ECHA has no public registered data on the routes by which this substance is most likely to be released to the environment.  | 
        		        
InChI:InChI=1/C7H8O2/c8-7-4-5-2-1-3-6(5)9-7/h1-2,5-6H,3-4H2/t5-,6-/m0/s1
43119-28-4 Relevant articles
Divorce in the two-component BVMO family: The single oxygenase for enantioselective chemo-enzymatic Baeyer-Villiger oxidations
R?llig, Robert,Paul, Caroline E.,Claeys-Bruno, Magalie,Duquesne, Katia,Kara, Selin,Alphand, Véronique
supporting information, p. 3441 - 3450 (2021/05/03)
Two-component flavoprotein monooxygenase...
Genome mining reveals new bacterial type I Baeyer-Villiger monooxygenases with (bio)synthetic potential
Bianchi, Dario A.,Carabajal, María Ayelén,Ceccoli, Romina D.,Rial, Daniela V.
, (2020/03/19)
Baeyer-Villiger monooxygenases (BVMOs) a...
Controlling the Regioselectivity of Baeyer–Villiger Monooxygenases by Mutation of Active-Site Residues
Balke, Kathleen,B?umgen, Marcus,Bornscheuer, Uwe T.
, p. 1627 - 1638 (2017/08/26)
Baeyer–Villiger monooxygenase (BVMO)-med...
Characterization and Crystal Structure of a Robust Cyclohexanone Monooxygenase
Romero, Elvira,Castellanos, J. Rubén Gómez,Mattevi, Andrea,Fraaije, Marco W.
supporting information, p. 15852 - 15855 (2016/12/16)
Cyclohexanone monooxygenase (CHMO) is a ...
43119-28-4 Process route
- 
                                        
                                            
                                         - 
                                        13173-09-6,62182-73-4,71155-04-9,71155-05-0
                                        
bicyclo[3.2.0]hept-2-en-6-one
 
                                - 
                                        
                                            
                                         - 
                                        34638-25-0,38110-77-9,43119-28-4,54483-22-6,26054-46-6
                                        
(1R,5S)-2-oxabicyclo[3.3.0]oct-6-en-3-one
 
                                - 
                                        
                                            
                                         - 
                                        26054-46-6
                                        
(-)-(1S,5R)-2-oxabicyclo[3.3.0]oct-6-en-3-one
 
                                - 
                                        
                                            
                                         - 
                                        128946-78-1
                                        
3-oxabicyclo[3.3.0]oct-6-en-2-one
 
                                - 
                                        
 - 
                                        103618-27-5
                                        
(+)-(1S,5R)-3-oxabicyclo<3.3.0>oct-6-en-2-one
 
| Conditions | Yield | 
|---|---|
| 
                                        
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    oxygen; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                water; 
                                            
                                            
                                            
                                                
                                                            at 30 ℃;
                                                            
                                                            for 2h;
                                                            
                                                Yield given. Yields of byproduct given;
                                                            
                                                biotransformation by Ps. putida NCIMB 10007 monooxygenase enzyme using NADPH as cofactor; further monooxygenases; pH 7.1;
                                                            
                                            
                                         
                                        
                                     | 
                                    |
| 
                                        
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    Cumene hydroperoxide; (S)-[1,1']-binaphthalenyl-2,2'-diol; dimethylaluminum chloride; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                hexane; toluene; 
                                            
                                            
                                            
                                                
                                                            at -25 - 20 ℃;
                                                            
                                                            for 12h;
                                                            
                                                Title compound not separated from byproducts;
                                                            
                                            
                                         
                                        
                                     | 
                                    |
| 
                                        
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    2CF3O3S(1-)*C56H46O2P2Pt(2+); dihydrogen peroxide; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                water; 
                                            
                                            
                                            
                                                
                                                            at 5 ℃;
                                                            
                                                            for 5h;
                                                            
                                                optical yield given as %ee;
                                                            
                                                enantioselective reaction;
                                                            
                                            
                                         
                                        
                                     | 
                                    |
| 
                                        
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    secondary alcohol dehydrogenase; wild-type phenylacetone monooxygenase; NADP; isopropyl alcohol; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                acetonitrile; 
                                            
                                            
                                            
                                                
                                                            at 30 ℃;
                                                            
                                                            pH=8;
                                                            
                                                optical yield given as %ee;
                                                            
                                                enantioselective reaction;
                                                            
                                                aq. buffer;
                                                            
                                                Enzymatic reaction;
                                                            
                                            
                                         
                                        
                                     | 
                                    |
| 
                                        
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    C52H29O4P; dihydrogen peroxide; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                dichloromethane; water; 
                                            
                                            
                                            
                                                
                                                            at -40 ℃;
                                                            
                                                            for 36h;
                                                            
                                                enantioselective reaction;
                                                            
                                            
                                         
                                        
                                     | 
                                    
- 
                                        
                                            
                                         - 
                                        13173-09-6,62182-73-4,71155-04-9,71155-05-0
                                        
bicyclo[3.2.0]hept-2-en-6-one
 
                                - 
                                        
                                            
                                         - 
                                        34638-25-0,38110-77-9,43119-28-4,54483-22-6,26054-46-6
                                        
(1R,5S)-2-oxabicyclo[3.3.0]oct-6-en-3-one
 
                                - 
                                        
                                            
                                         - 
                                        26054-46-6
                                        
(-)-(1S,5R)-2-oxabicyclo[3.3.0]oct-6-en-3-one
 
                                - 
                                        
 - 
                                        103618-27-5
                                        
(+)-(1S,5R)-3-oxabicyclo<3.3.0>oct-6-en-2-one
 
| Conditions | Yield | 
|---|---|
| 
                                        
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    oxygen; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                water; 
                                            
                                            
                                            
                                                
                                                            at 30 ℃;
                                                            
                                                            for 1h;
                                                            
                                                Yield given. Title compound not separated from byproducts;
                                                            
                                                biotransformation by Ps. putida NCIMB 10007 monooxygenase enzyme using NADH as cofactor; further monooxygenases; pH 7.1;
                                                            
                                            
                                         
                                        
                                     | 
                                    
                                        47 % Chromat. | 
                                
| 
                                        
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    oxygen; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                water; 
                                            
                                            
                                            
                                                
                                                            at 30 ℃;
                                                            
                                                            for 1h;
                                                            
                                                Yields of byproduct given;
                                                            
                                                biotransformation by Ps. putida NCIMB 10007 monooxygenase enzyme using NADH as cofactor; further monooxygenases; pH 7.1;
                                                            
                                            
                                         
                                        
                                     | 
                                    
                                        47 % Chromat. | 
                                
| 
                                        
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    phenylacetone monooxygenase Pro440Trp mutant; secondary alcohol dehydrogenase; NADP; isopropyl alcohol; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                acetonitrile; 
                                            
                                            
                                            
                                                
                                                            at 30 ℃;
                                                            
                                                            pH=8;
                                                            
                                                optical yield given as %ee;
                                                            
                                                enantioselective reaction;
                                                            
                                                aq. buffer;
                                                            
                                                Enzymatic reaction;
                                                            
                                            
                                         
                                        
                                     | 
                                    |
| 
                                        
                                         
                                            
                                                
                                            
                                            With 
                                            
                                            
                                                
                                                    D-glucose; 
                                            
                                            
                                                
                                            
                                            In 
                                            
                                                water; N,N-dimethyl-formamide; 
                                            
                                            
                                            
                                                
                                                            at 20 ℃;
                                                            
                                                            for 48h;
                                                            
                                                Reagent/catalyst;
                                                            
                                                regioselective reaction;
                                                            
                                                Enzymatic reaction;
                                                            
                                            
                                         
                                        
                                     | 
                                    
43119-28-4 Upstream products
- 
                           
                                925211-06-9
                                bicyclo(3.2.0)hept-2-en-6-one
 - 
                           
                                71155-04-9
                                (1S,5R)-(-)-bicyclo[3.2.0]hept-2-en-6-one
 - 
                           
                                71155-05-0
                                (1R,5S)-bicyclo[3.2.0]hept-2-en-6-one
 - 
                           
                                13173-09-6
                                bicyclo[3.2.0]hept-2-en-6-one
 
43119-28-4 Downstream products
- 
                            
                                76704-05-7
                                <3aS(3aα,4α,5β,6aα)>-(+)-5-hydroxy-4-hydroxymethyl-hexahydro-2H-cyclopentafuran-2-one
 - 
                            
                                143741-39-3
                                (3R,3aR,6aR)-3-Butyl-3,3a,6,6a-tetrahydro-cyclopenta[b]furan-2-one
 - 
                            
                                143741-40-6
                                ((3R,3aR,6aR)-2-Oxo-3,3a,6,6a-tetrahydro-2H-cyclopenta[b]furan-3-yl)-acetic acid methyl ester
 - 
                            
                                80040-30-8
                                ((1S,5R)-5-Hydroxy-cyclopent-2-enyl)-acetic acid
 
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