Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Vinyl Acetate | HCID 7904 | — |
| Reactant | HCID 11816448 | HCID 11816448 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54306149 | HCID 54306149 | 76.8% |
Reaction Steps
To a solution of N-hydroxymethyl-4-(2-trimethylsilylethynyl)-2azetidinone (250 g) in dichloromethane (6.5 L) was added vinyl acetate (350 ml) and Lipase PS (trademark; Amano Pharmaceutical Co., Ltd.) (190 g). The mixture was warmed to 37° C. and stirred for 32 hours. Catalyst was filtered off and washed with dichloromethane. Solvent was evaporated in vacuo. The residue was subjected to silica gel column chromatography eluting with (n-hexane:EtOAc=8:2 to 0:1) to give (R)-N-hydroxymethyl-4-(2-trimethylsilylethynyl)-2-azetidinone (192 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06380215B1 |
|---|
| Source dataset | uspto-grants-2002_04 |
|---|
| ORD ID | ord-6040ea8713954358b149ab9e4fadca06 |
|---|
| Source note | uspto-grants-2002_04 |
|---|