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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1917317Generated: November 2, 2026

Tetrahydrofuran → (1S,5R)-5-Hydroxymethyl-2-oxo-3-[(1R)-1-phenylethyl]-3-azabicyclo[3.2.0]heptane-1-carboxylic acid methyl ester

https://huagongshe.com/reaction/1917317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant(1S,5R)-5-Benzyloxymethyl-2-oxo-3-[(1R)-1-phenylethyl]-3-azabicyclo[3.2.0]heptane-1-carboxylic acid methyl esterHCID 67490760—
ReactantHCID 178418361HCID 178418361—
CatalystHCID 178418390HCID 178418390—
SolventEthanolHCID 702—
Product(1S,5R)-5-Hydroxymethyl-2-oxo-3-[(1R)-1-phenylethyl]-3-azabicyclo[3.2.0]heptane-1-carboxylic acid methyl esterHCID 67490818—

Reaction Steps

A 10% palladium-carbon catalyst (50% wet, 200 mg) was added to a solution of (1S,5R)-5-benzyloxymethyl-2-oxo-3-[(1R)-1-phenylethyl]-3-azabicyclo[3.2.0]heptane-1-carboxylic acid methyl ester (1.82 g, 4.62 mmol) in ethanol (20 mL)-tetrahydrofuran (20 mL), and the mixture was stirred in a hydrogen atmosphere at 40° C. for 2.5 hours. After removing the catalyst by filtration, the filtrate was concentrated to give the title compound as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618094B2
Source datasetuspto-grants-2013_12
ORD IDord-c9d9ddfd293b41ba805e54b25f77bb79
Source noteuspto-grants-2013_12