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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1917364Generated: October 30, 2026

Benzyl chloroformate → [(1S,5S)-3-Benzyloxycarbonyl-3-azabicyclo[3.3.0]oct-7-en-1-yl]carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1917364

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl chloroformateHCID 10387—
Reactant[(1S,5S)-3-[(1R)-1-Phenylethyl]-3-azabicyclo[3.3.0]oct-7-en-1-yl]carboxylic acid tert-butyl esterHCID 67490892—
Solvent1,1-DichloroethaneHCID 6365—
Product[(1S,5S)-3-Benzyloxycarbonyl-3-azabicyclo[3.3.0]oct-7-en-1-yl]carboxylic acid tert-butyl esterHCID 6749091495%

Reaction Conditions

Temperature40 °C

Reaction Steps

[(1S,5S)-3-[(1R)-1-Phenylethyl]-3-azabicyclo[3.3.0]oct-7-en-1-yl]carboxylic acid tert-butyl ester (370 mg, 1.18 mmol) was dissolved in dichloroethane (3 mL). Benzyloxycarbonyl chloride (1.01 g, 5.90 mmol) was added, and the mixture was stirred at 40° C. for three hours. The reaction solution was concentrated under reduced pressure, and the resulting residue was subjected to silica gel column chromatography (10% ethyl acetate/hexane) to give 385 mg of the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618094B2
Source datasetuspto-grants-2013_12
ORD IDord-129a72ee8a2a400dbdf71a1171493c78
Source noteuspto-grants-2013_12