3-Nitrophenylacetic acid → N-[(3-nitrophenyl)acetyl]methionine Ethyl Ester

HRID 478829Notes

Reaction equation

HRID 478829 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:17][C:18](=[O:25])[C@H:19]([CH2:21][CH2:22][S:23][CH3:24])[NH2:20])[CH3:16]>>[CH2:15]([O:17][C:18](=[O:25])[C@H:19]([CH2:21][CH2:22][S:23][CH3:24])[NH:20][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)[CH3:16]

Participants

3

Reactant 2

HCID 158763-Nitrophenylacetic acidHCID 3083785Ethyl L-methionate hydrochloride

Product 1

HCID 53910855N-[(3-nitrophenyl)acetyl]methionine Ethyl Ester

Procedure

Following General Procedure G above and using 3-nitrophenylacetic acid (Aldrich) and methionine ethyl ester hydrochloride (Aldrich), the title compound was prepared. The reaction was monitored by tlc on silica gel and purification was by recrystallization from butyl chloride. NMR data was as follows:

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-abe2b7fdc7cb4a2d90b9a56ab0d67f7b
Source dataset
uspto-grants-2003_11
Patent number
US06642261B2

Reaction notes

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