HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetaldehyde → (1S)-1-Methylthiocarbonyloxyethyl-2-methylpropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetaldehyde | HCID 177 | — |
| Reactant | Methanethiol | HCID 878 | — |
| Reactant | Sodium Hypochlorite | HCID 23665760 | — |
| Reactant | 2-Methyl-1-methylthiocarbonyloxypropyl 2-methylpropanoate | HCID 86610271 | — |
| Solvent | Phosphate | HCID 1061 | — |
| Product | (1S)-1-Methylthiocarbonyloxyethyl-2-methylpropanoate | HCID 86633037 | — |
Reaction Steps
A 20-L, multi-necked, cylindrical reactor, fitted with a mechanical stirrer, a nitrogen inlet and an outlet connected to an oxidation bath, and a bleach bath (14% NaOCl) to oxidize librated methanethiol and acetaldehyde is charged with racemic 2-methyl-1-methylthiocarbonyloxypropyl 2-methylpropanoate (2b) (5.32 kg, 25.8 mol) and 0.8 M phosphate buffer (10 L, pH 7.0). Solid supported Candida antarctica lipase A (125 g, NOVOZYME® 735, NOVOZYME®; CHIRAZYME™ L-5, Roche Diagnostics; or other suppliers) is slowly added while stirred. The reaction mixture is stirred at room temperature (22-24° C.) for ca. 18 hours.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08062870B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-3525701c7a124f948883bc250d388855 |
| Source note | uspto-grants-2011_11 |