Reaction #51391

ord-daa05be572c1486dbf4097710086eb5a

Reaction equation

O=C(O)Cc1cc(Cl)cc(Cl)c1
3,5-dichlorophenylacetic acid
CC(C)COC(=O)[C@H](C)N.Cl
L-alanine iso-butyl ester hydrochloride
→
CC(C)COC(=O)[C@H](C)NC(=O)Cc1cc(Cl)cc(Cl)c1
title compound
CC(C)COC(=O)[C@H](C)NC(=O)Cc1cc(Cl)cc(Cl)c1
N-[(3,5-diclorophenyl)acetyl]-L-alanine iso-butyl ester

Reactants

O=C(O)Cc1cc(Cl)cc(Cl)c1
3,5-dichlorophenylacetic acid
CC(C)COC(=O)[C@H](C)N.Cl
L-alanine iso-butyl ester hydrochloride

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe reaction was monitored by tlc on silica gel (Rf=0.40 in 3% methanol/dichloromethane) and purification

Procedure

Following General Procedure BF above, and using 3,5-dichlorophenylacetic acid (from Example BC above) and L-alanine iso-butyl ester hydrochloride (from Example BB above), the title compound was prepared as a solid having a melting point of 115°-116° C. The reaction was monitored by tlc on silica gel (Rf=0.40 in 3% methanol/dichloromethane) and purification was by flash chromatography on silica gel using 3% methanol/dichloromethane as the eluant.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06849650B2uspto-grants-2005_02