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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 971412Generated: October 30, 2026

Methyl alpha-(3xi-carbobenzoxy-2-phenylacetyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]heptan-6-yl)-alpha-isopropylideneacetate → Methyl alpha-(3xi-carboxy-2-phenylacetyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]heptan-6-yl)-alpha-isopropylideneacetate

https://huagongshe.com/reaction/971412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl alpha-(3xi-carbobenzoxy-2-phenylacetyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]heptan-6-yl)-alpha-isopropylideneacetateHCID 131711533—
CatalystHCID 178418390HCID 178418390—
SolventTetrahydrofuranHCID 8028—
ProductMethyl alpha-(3xi-carboxy-2-phenylacetyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]heptan-6-yl)-alpha-isopropylideneacetateHCID 13171153698.2%

Reaction Steps

A solution of 4.24 g of methyl α-(3ξ-carbobenzoxy-2-phenylacetyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]heptan-6-yl)-α-isopropylideneacetate dissolved in 64 ml of tetrahydrofuran is catalytically hydrogenated on 1.3 g of 5% palladium carbon under atmospheric pressure. The catalyst is removed by filtration and the filtrate is condensed to yield 3.38 g of methyl α-(3ξ-carboxy-2-phenylacetyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]heptan-6-yl)-α-isopropylideneacetate as crude product in quantitative yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04159984
Source datasetuspto-grants-1979_07
ORD IDord-c32d0340563c48439dc48a2e8e30ac89
Source noteuspto-grants-1979_07