m-Tolylacetic acid → N-[(3-methylphenyl)acetyl]alanine Iso-butyl Ester

HRID 1264850Notes

Reaction equation

HRID 1264850 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=O)[CH:5]=[CH:6][CH:7]=1.[CH2:12]([O:16][C:17](=[O:21])[C@H:18]([CH3:20])[NH2:19])[CH:13]([CH3:15])[CH3:14]>>[CH2:12]([O:16][C:17](=[O:21])[C@H:18]([CH3:20])[NH:19][C:9](=[O:11])[CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[CH:3]=1)[CH:13]([CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 12121m-Tolylacetic acidHCID 137435562-methylpropyl (2S)-2-aminopropanoate

Product 1

HCID 53803690N-[(3-methylphenyl)acetyl]alanine Iso-butyl Ester

Procedure

Following General Procedure BI above, and using 3-methylphenylacetic acid (Aldrich) and alanine iso-butyl ester (prepared following General Procedure BJ 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.

Workup

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

Sources & evidence

ORD record
ord-9673eea33b76454b962f46567c331078
Source dataset
uspto-grants-2003_04
Patent number
US06544978B2

Reaction notes

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