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

HRID 478822Notes

Reaction equation

HRID 478822 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 I above, and using 3-methylphenylacetic acid (Aldrich) and alanine iso-butyl ester (prepared following General Procedure J above), the title compound was prepared. The reaction was monitored by tl c 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 tl c on silica gel and purification
  2. filtrationwas by filtration

Sources & evidence

ORD record
ord-0e35700013c347b3b661b2e7e62e649f
Source dataset
uspto-grants-2003_11
Patent number
US06642261B2

Reaction notes

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