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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2165283Generated: October 31, 2026

Isopropyl chloroacetate → HCID 57108906, compound

https://huagongshe.com/reaction/2165283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropyl chloroacetateHCID 7759—
ReactantTriethylamineHCID 8471—
Reactanttert-butyl N-[(2S,3S)-1-hydroxy-2-methyl-4-oxoazetidin-3-yl]carbamateHCID 12946603—
SolventDimethylformamideHCID 6228—
ProductHCID 57108906HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04939253
Source datasetuspto-grants-1990_07
ORD IDord-e562c2c0b01443a8a0ec9487b3ce2a8d
Source noteuspto-grants-1990_07