HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl chloroacetate → (3S-trans)-[[3-[(t-Butyloxycarbonyl)amino]-2-methyl-4-oxo-1-azetidinyl]oxy]acetic acid, 2-propenyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl chloroacetate | HCID 76206 | — |
| Reactant | tert-butyl N-[(2S,3S)-1-hydroxy-2-methyl-4-oxoazetidin-3-yl]carbamate | HCID 12946603 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (3S-trans)-[[3-[(t-Butyloxycarbonyl)amino]-2-methyl-4-oxo-1-azetidinyl]oxy]acetic acid, 2-propenyl ester | HCID 57212832 | — |
Reaction Steps
To a solution of 17.3 g of (3S-trans)-3-(t-butyloxycarbonylamino)-1-hydroxy-4-methyl-2-azetidinone and 12.9 g of chloroacetic acid, 2-propenyl ester in 350 ml of dry dimethylformamide. The mixture was allowed to stand for 4 days at room temperature and subsequently worked up as described in Example 90B. Yield 25.5 g of crude ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04939253 |
| Source dataset | uspto-grants-1990_07 |
| ORD ID | ord-38732c53d02e4c1f88f3a8f3f7fb6405 |
| Source note | uspto-grants-1990_07 |