Reaction #52922

ord-81ae7e6dc0644b5fa9a5c5a555921e0e

Reaction equation

COC(=O)[C@H](Cc1ccc(-c2ccccc2O)cc1)NC(=O)c1c(Cl)cccc1Cl
N-(2,6-dichlorobenzoyl)-4-(2-hydroxyphenyl)-L-phenylalanine methyl ester
N#CCBr
bromoacetonitrile
→
COC(=O)[C@H](Cc1ccc(-c2ccccc2OCC#N)cc1)NC(=O)c1c(Cl)cccc1Cl
title compound
COC(=O)[C@H](Cc1ccc(-c2ccccc2OCC#N)cc1)NC(=O)c1c(Cl)cccc1Cl
N-(2,6-Dichlorobenzoyl)-4-[2-(cyanomethoxy)phenyl]-L-phenylalanine methyl ester

Reactants

COC(=O)[C@H](Cc1ccc(-c2ccccc2O)cc1)NC(=O)c1c(Cl)cccc1Cl
N-(2,6-dichlorobenzoyl)-4-(2-hydroxyphenyl)-L-phenylalanine methyl ester
N#CCBr
bromoacetonitrile

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The title compound was prepared in a similar manner as described for Example 32 starting from N-(2,6-dichlorobenzoyl)-4-(2-hydroxyphenyl)-L-phenylalanine methyl ester and bromoacetonitrile. ESMS: m/z 483 (MH+).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06855843B2uspto-grants-2005_02