(4-Nitrophenyl)acetic acid → 2-[(4Nitrophenyl)acetamido]butyric acid iso-butyl ester

HRID 478793Notes

Reaction equation

HRID 478793 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([OH:13])=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH2:14][CH:15]([CH2:23][CH3:24])[C:16]([O:18][CH2:19][CH:20]([CH3:22])[CH3:21])=[O:17]>>[CH2:19]([O:18][C:16](=[O:17])[CH:15]([NH:14][C:11](=[O:13])[CH2:10][C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=1)[CH2:23][CH3:24])[CH:20]([CH3:21])[CH3:22]

Participants

3

Reactant 2

HCID 4661(4-Nitrophenyl)acetic acidHCID 13743360Isobutyl 2-aminobutyrate

Product 1

HCID 537955052-[(4Nitrophenyl)acetamido]butyric acid iso-butyl ester

Procedure

Following General Procedure I above and using 4-nitrophenylacetic acid (Aldich) and iso-butyl 2-aminobutyrate (prepared following General Procedure J above), the title compound was prepared. The reaction was monitored by tlc on silica gel and purification was by filtration as described in the general procedure. NMR data was as follows:

Workup

  1. customThe reaction was monitored by tlc on silica gel and purification
  2. filtrationwas by filtration

Sources & evidence

ORD record
ord-bc62161f45b843bebe4177b50058a0ab
Source dataset
uspto-grants-2003_11
Patent number
US06642261B2

Reaction notes

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