Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1390221Generated: November 1, 2026

6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid → HCID 86736285, compound

https://huagongshe.com/reaction/1390221

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acidHCID 162—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant4-Acetoxybenzyl alcoholHCID 95906—
ReactantSodiumHCID 5360545—
SolventDimethylformamideHCID 6228—
ProductHCID 86736285HCID 86736285—

Reaction Conditions

Temperature0 °C

Reaction Steps

6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, sodium salt (5 mmole) in 50 ml of dimethylformamide is stirred at room temperature while 2 equivalents of p-(acetyloxy)benzyl alcohol is added. The mixture is cooled to 0° C. after which 5.5 mmole of dicyclohexylcarbodiimide in 10 ml of dimethylformamide is added. This mixture is stirred at 0° C. for 1 hour and at room temperature for 4 hours. Dicyclohexylurea is removed by filtration. The filtrate is diluted with chloroform, washed with water, dried over magnesium sulfate, filtered and evaporated to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04138397
Source datasetuspto-grants-1979_02
ORD IDord-23945efe59484475a016cebaa630f743
Source noteuspto-grants-1979_02