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

HRID 433543Notes

Reaction equation

HRID 433543 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 BH above and using 3-nitrophenylacetic acid (Aldrich) and L-alanine iso-butyl ester hydrochloride (from Example BB 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-fc30886a1622457c99f3f1087a136834
Source dataset
uspto-grants-2003_12
Patent number
US06667305B1

Reaction notes

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