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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1609203Generated: October 30, 2026

Ethyl chloroformate → N-Carboethoxy-N-[(2'-cyanobiphenyl-4-yl)methyl]-(L)-valine benzyl ester

https://huagongshe.com/reaction/1609203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroformateHCID 10928—
ReactantDiisopropylethylamineHCID 81531—
Reactant(2S)-2-(2'-Cyano-4-biphenylylmethylamino)-3-methylbutyric acid benzyl esterHCID 11112111—
SolventChloroformHCID 6212—
ProductN-Carboethoxy-N-[(2'-cyanobiphenyl-4-yl)methyl]-(L)-valine benzyl esterHCID 54551475—

Reaction Steps

10.0 g of N-[(2'-cyanobiphenyl-4-yl)methyl]-(L)-valine benzyl ester are dissolved in 150 ml of chloroform and treated with 8.2 ml of diisopropylethylamine at 0°. 2.4 ml of ethyl chloroformate are added and the mixture is heated to reflux for 3 hours. The reaction mixture is washed with 0.1M hydrochloric acid and brine, dried and concentrated. Amorphous product. TLC (system N3) Rf : 0.45.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05399578
Source datasetuspto-grants-1995_03
ORD IDord-7ce6d76dd4094b19bc44e059ea9dcb60
Source noteuspto-grants-1995_03