3-Nitrophenylacetic acid → N-[(3-nitrophenyl)acetyl]-alanine iso-butyl ester

HRID 2271177Notes

Reaction equation

HRID 2271177 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][C:11]([OH:13])=O)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].Cl.[CH2:15]([O:19][C:20](=[O:24])[C@H:21]([CH3:23])[NH2:22])[CH:16]([CH3:18])[CH3:17]>>[CH2:15]([O:19][C:20](=[O:24])[C@H:21]([CH3:23])[NH:22][C:11](=[O:13])[CH2:10][C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)[CH:16]([CH3:18])[CH3:17]

Participants

3

Reactant 2

HCID 158763-Nitrophenylacetic acidHCID 865849812-Methylpropyl (2S)-2-aminopropanoate hydrochloride

Product 1

HCID 54157293N-[(3-nitrophenyl)acetyl]-alanine iso-butyl ester

Procedure

Following General Procedure H above and using 3-nitrophenylacetic acid (Aldrich) and L-alanine iso-butyl ester hydrochloride (from Example B above), the title compound was prepared. The reaction was monitored by tlc on silica gel and purification was by recrystallization from butyl chloride.

Workup

  1. customThe reaction was monitored by tlc on silica gel and purification
  2. customwas by recrystallization from butyl chloride

Sources & evidence

ORD record
ord-95e8d133f99042b69d7950c447ceec7d
Source dataset
uspto-grants-2001_12
Patent number
US06333351B1

Reaction notes

Loading…