Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 279817Generated: October 31, 2026

2-Azetidinone → HCID 54244271, compound

https://huagongshe.com/reaction/279817

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AzetidinoneHCID 136721—
ReactantBistrimethylsilylacetamidHCID 11708267—
ReactantHCID 53832470HCID 53832470—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventAcetonitrileHCID 6342—
ProductHCID 54244271HCID 54244271—

Reaction Steps

(S)-2-Oxo-3-[[(phenylmethoxy)carbonyl]amino]-N-[[(4-pyridyl)amino]sulfonyl]-1-azetidinecarboxamide (2.1 g; see example 36) was suspended in 25 ml of acetonitrile and 3 g (3.6 ml) of bis(trimethylsilyl)acetamide was added with stirring. After a few minutes a clear solution was formed. This solution was added to a suspension of 1 g of 10% palladium on charcoal in 25 ml of acetonitrile, through which hydrogen was passed for 30 minutes prior to the addition of the solution of the starting azetidinone. Hydrogenation was complete after 70 minutes. The catalyst was removed by filtration. On addition of 1 ml of methanol the title compound crystallized from the solution; yield 1.0 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04587047
Source datasetuspto-grants-1986_05
ORD IDord-9dd5b7143d9d477faf3c61ac2927607f
Source noteuspto-grants-1986_05