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

HRID 1953615Notes

Reaction equation

HRID 1953615 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-d050c63a5802462ab8a27f928c413530
Source dataset
uspto-grants-2000_09
Patent number
US06117901

Reaction notes

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