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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1657736Generated: November 1, 2026

Sulfur Dioxide → (6S)-4-Nitrobenzyl 3-hydroxy-8-oxo-7-(N-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

https://huagongshe.com/reaction/1657736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfur DioxideHCID 1119—
Reactantp-Nitrobenzyl 7-phenylacetamido-3-methylenecepham-4-carboxylateHCID 70562111—
SolventDichloromethaneHCID 6344—
Product(6S)-4-Nitrobenzyl 3-hydroxy-8-oxo-7-(N-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateHCID 67685788—

Reaction Steps

Following the ozonization procedures described in Example 9, a solution of 350 mg. of p-nitrobenzyl 7-phenylacetamido-3-methylenecepham-4-carboxylate in 250 ml. of methylene chloride was cooled to -78°C. and was ozonized. The intermediate ozonide was decomposed in situ with sulfur dioxide and the reaction product was recovered and obtained crystalline by extraction with ethyl acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03962227
Source datasetuspto-grants-1976_06
ORD IDord-959fa855f6e148fdbe92e20bddc2a194
Source noteuspto-grants-1976_06