Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1248570Generated: November 2, 2026

3-(2-Hydroxy-ethylidene)-7-oxo-4-oxa-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester(benzyl calvunlanate) → Clavulanic Acid

https://huagongshe.com/reaction/1248570

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(2-Hydroxy-ethylidene)-7-oxo-4-oxa-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester(benzyl calvunlanate)HCID 9904055—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductClavulanic AcidHCID 5280980—

Reaction Steps

Benzyl clavulanate (100 mgs) in ethanol (5 ml) was hydrogenated over 10% Pd/C (30 mgs) for 45 minutes at ambient temperature and atmospheric pressure. The catalyst was filtered, washed with ethanol and the combined filtrates were evaporated in vacuo to give clavulanic acid as an unstable, viscous oil (58 mgs).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04525352
Source datasetuspto-grants-1985_06
ORD IDord-c34ac84d6fb049c19da67789573ec2ae
Source noteuspto-grants-1985_06