HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropyl chloroacetate → HCID 57108906, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropyl chloroacetate | HCID 7759 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-butyl N-[(2S,3S)-1-hydroxy-2-methyl-4-oxoazetidin-3-yl]carbamate | HCID 12946603 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57108906 | HCID 57108906 | — |
Reaction Steps
11.3 g of Triethylamine was dropped into a solution of 19.5 g of (3S-trans)-3-(t-butyloxycarbonylamino)-1-hydroxy -4-methyl-2-azetidinone and 14.8 g of chloroacetic acid, 1-methylethyl ester in 400 ml of dry dimethylformamide. The whole was stirred at room temperature for 3 days. Triethylamine hydrochloride was filtered off and the solvent was stripped at 35° C. in vacuo. The residual oil was taken up in ether, the extract was allowed to stand in the refrigerator for about two hours, filtered and the ether again evaporated in vacuo. The resulting oily title compound (30 g) containing about 2 g of impurities was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04939253 |
| Source dataset | uspto-grants-1990_07 |
| ORD ID | ord-e562c2c0b01443a8a0ec9487b3ce2a8d |
| Source note | uspto-grants-1990_07 |