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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1732082Generated: October 30, 2026

Tetrabutylammonium (2S,3S)-3-{[(benzyloxy)carbonyl]amino}-2-methyl-4-oxoazetidine-1-sulfonate → (2S,3S)-3-Amino-2-methyl-4-oxo-1-azetidinesulfonic acid

https://huagongshe.com/reaction/1732082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium (2S,3S)-3-{[(benzyloxy)carbonyl]amino}-2-methyl-4-oxoazetidine-1-sulfonateHCID 13631608—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(2S,3S)-3-Amino-2-methyl-4-oxo-1-azetidinesulfonic acidHCID 133361—

Reaction Steps

(3S-trans)-3-[(Benzyloxycarbonyl)amino]-4-methyl-2-oxo-1-azetidinesulfonic acid tetra-n-butylammonium salt is dissolved in 250 ml of ethanol and 0.8 g of 5% palladium on charcoal is added. Hydrogen is bubbled through the stirred mixture for 90 minutes and the catalyst is filtered out. The addition of 12 ml of formic acid causes an immediate precipitation of the title compound which is filtered and dried. A second crop of the title compound is obtained upon concentration of the filtrate and the addition of more formic acid, yielding a total of 1.3 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04625022
Source datasetuspto-grants-1986_11
ORD IDord-0ddf94d3feba4328923abfefe7617757
Source noteuspto-grants-1986_11