Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 54064Generated: October 25, 2026

Benzyl isocyanate → N-[3(S)-[[N-(benzylcarbamoyl)-L-asparaginyl]amino]-2(R)-hydroxy-4-phenylbutyl]-L-proline tert.butyl ester

https://huagongshe.com/reaction/54064

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl isocyanateHCID 76639—
ReactantN-[3(S)-[[L-asparaginyl]amino]-2(R)-hydroxy-4-phenylbutyl]-L-proline tert.butyl esterHCID 70041604—
SolventDichloromethaneHCID 6344—
ProductN-[3(S)-[[N-(benzylcarbamoyl)-L-asparaginyl]amino]-2(R)-hydroxy-4-phenylbutyl]-L-proline tert.butyl esterHCID 7004344848%

Reaction Steps

A solution of 0.28 g of N-[3(S)-[[L-asparaginyl]amino]-2(R)-hydroxy-4-phenylbutyl]-L-proline tert.butyl ester, and 0.083 g of benzyl isocyanate in 5 ml of dichloromethane was stirred at 20° C. for 2 hours. The solvent was then removed by evaporation and the residue was triturated with diethyl ether to give 0.174 g of N-[3(S)-[[N-(benzylcarbamoyl)-L-asparaginyl]amino]-2(R)-hydroxy-4-phenylbutyl]-L-proline tert.butyl ester as a white solid; MS: m/e 582 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05620987
Source datasetuspto-grants-1997_04
ORD IDord-b632aacf4b37483ea226daf1a1fcb910
Source noteuspto-grants-1997_04