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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1917379Generated: November 3, 2026

HCID 67490889, compound → [(1S,6R)-7-Oxo-8-[(1R)-1-phenylethyl]-8-azabicyclo[4.3.0]non-3-en-1-yl]carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1917379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 67490889HCID 67490889—
CatalystHCID 178425456HCID 178425456—
SolventDichloromethaneHCID 6344—
Product[(1S,6R)-7-Oxo-8-[(1R)-1-phenylethyl]-8-azabicyclo[4.3.0]non-3-en-1-yl]carboxylic acid tert-butyl esterHCID 6749083887.2%

Reaction Steps

The Second Generation Grubbs' catalyst (91.9 mg, 0.108 mmol) was added to a solution of (3S,4R)-3,4-diallyl-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl ester (2.00 g, 5.41 mmol) in dichloromethane (54.1 mL) in a nitrogen atmosphere, and the mixture was stirred at room temperature for one hour. The reaction solution was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0→90:10→80:20→75:25→66:34→50:50) to give 1.61 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618094B2
Source datasetuspto-grants-2013_12
ORD IDord-9fb8dc3714d64524b7caa0c4802122dd
Source noteuspto-grants-2013_12