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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1710252Generated: October 25, 2026

2-Ethoxy-2-hydroxyacetic acid p-nitrobenzyl ester → 2-[(3S,4R)-4-(2-p nitrobenzyloxycarbonylaminoethylthiothiocarbonylthio)-3-methoxy-2-oxoazetidin-1-yl]-2-hydroxyacetic acid p-nitrobenzyl ester

https://huagongshe.com/reaction/1710252

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Ethoxy-2-hydroxyacetic acid p-nitrobenzyl esterHCID 11043316—
Reactant(3S,4R)-4-(2-p-nitrobenzyloxycarbonylaminoethylthiothiocarbonylthio)-3-methoxy-2-oxoazetidineHCID 56621546—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
Product2-[(3S,4R)-4-(2-p nitrobenzyloxycarbonylaminoethylthiothiocarbonylthio)-3-methoxy-2-oxoazetidin-1-yl]-2-hydroxyacetic acid p-nitrobenzyl esterHCID 56615449—

Reaction Steps

Analogously to Example 23, 646 mg (1.5 mmole) of (3S,4R)-4-(2-p-nitrobenzyloxycarbonylaminoethylthiothiocarbonylthio)-3-methoxy-2-oxoazetidine in 22 ml of absolute toluene and 5.5 ml of absolute dimethylformamide are reacted with 848 mg of 2-ethoxy-2-hydroxyacetic acid p-nitrobenzyl ester in the presence of freshly dried molecular sieves. After working up and chromatography over silica gel the title compound is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04952690
Source datasetuspto-grants-1990_08
ORD IDord-3320636333d44c068e472ff21661ab82
Source noteuspto-grants-1990_08