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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 851630Generated: 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/851630

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 numberUS04386034
Source datasetuspto-grants-1983_05
ORD IDord-b6f3df2e03274bab994d17eb7429982a
Source noteuspto-grants-1983_05