Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 414125Generated: October 26, 2026

Water → Benzyl 2-(3-phenoxyacetamido-4-benzenesulfonylthio-2-azetidinone-1-yl)-3-chloromethyl-3-butenate

https://huagongshe.com/reaction/414125

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTert-Butyl hypochloriteHCID 521297—
ReactantBenzyl 2-(3-phenoxyacetamido-4-benzenesulfonylthio-2-azetidinon-1-yl)-3-methyl-3butenoateHCID 13170072—
SolventBenzeneHCID 241—
ProductBenzyl 2-(3-phenoxyacetamido-4-benzenesulfonylthio-2-azetidinone-1-yl)-3-chloromethyl-3-butenateHCID 1317007490%

Reaction Steps

A 200 mg quantity of benzyl 2-(3-phenoxyacetamido-4-benzenesulfonylthio-2-azetidinone-1-yl)-3-methyl-3-butenate was dissolved in 6 ml of benzene. To the solution was added with stirring 51 μl of t-BuOCl at room temperature and the mixture was further agitated for 1 hour. Water was added to the reaction mixture and the resulting mixture was subjected to the same subsequent procedure as in Example 12, giving 19.2 mg of benzyl 2-(3-phenoxyacetamido-4-benzenesulfonylthio-2-azetidinone-1-yl)-3-chloromethyl-3-butenate in 90% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04789740
Source datasetuspto-grants-1988_12
ORD IDord-ba5f7c6622444a589e78b504bc6d219d
Source noteuspto-grants-1988_12