Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 971711Generated: October 30, 2026

7-Amino-3-azidomethyl-3-cephem-4-carboxylic acid → 7-[3-Methyl-1,2,4-oxadiazol-5-yl-acetamido]-3-azidomethyl-3-cephem-4-carboxylic acid

https://huagongshe.com/reaction/971711

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-Amino-3-azidomethyl-3-cephem-4-carboxylic acidHCID 12802219—
Reactant2-(3-Methyl-1,2,4-oxadiazol-5-yl)acetic acidHCID 21313018—
SolventAcetonitrileHCID 6342—
Product7-[3-Methyl-1,2,4-oxadiazol-5-yl-acetamido]-3-azidomethyl-3-cephem-4-carboxylic acidHCID 13171157735%

Reaction Steps

Using the same procedure, 5.51 mmol of 3-methyl-1,2,4-oxadiazol-5-yl-acetic acid and 5.51 mmol of 7-amino-3-azidomethyl-3-cephem-4-carboxylic acid (90% purity) in 55 ml of dry acetonitrile were reacted for one hour at room temperature and 11/2 hours at 50° C. to obtain a 35% yield of pure 7-[3-methyl-1,2,4-oxadiazol-5-yl-acetamido]-3-azidomethyl-3-cephem-4-carboxylic acid with a recovery of 45% of 7-amino-3-azidomethyl-cephalosporanic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04160829
Source datasetuspto-grants-1979_07
ORD IDord-44c7769bfb194dbfa7d430012101eda3
Source noteuspto-grants-1979_07