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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2050397Generated: October 30, 2026

p-Toluenesulfonic acid → cis-2-Azidomethyl-3-(4,5-diphenyl-2-oxo-4-oxazolin-3-yl)-4-oxoazetidine

https://huagongshe.com/reaction/2050397

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantSodium AzideHCID 33557—
ReactantSodium borohydrideHCID 4311764—
Reactant(Azetidin-2-yl)methanolHCID 15251628—
ReactantMethyl cis-3-(4,5-diphenyl-2-oxo-4-oxazolin-3-yl)-4-oxoazetidine-2-carboxylateHCID 70577957—
Productcis-2-Azidomethyl-3-(4,5-diphenyl-2-oxo-4-oxazolin-3-yl)-4-oxoazetidineHCID 86736960—

Reaction Steps

Sodium borohydride reduction of methyl cis-3-(4,5-diphenyl-2-oxo-4-oxazolin-3-yl)-4-oxoazetidine-2-carboxylate as described in Preparation 3, followed by conversion of the 2-hydroxymethylazetidine product to the p-toluenesulfonate derivative and reaction of this derivative with sodium azide as described in Preparation 4 gives the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04200572
Source datasetuspto-grants-1980_04
ORD IDord-39bb3bf4db0840dab8da4207cb6d4790
Source noteuspto-grants-1980_04