3-(Methylthio)phenylacetic acid → N-[(3-methylthiophenyl)acetyl]alanine Iso-butyl Ester

HRID 428101Notes

Reaction equation

HRID 428101 reaction equation
[CH3:1][S:2][C:3]1[CH:4]=[C:5]([CH2:9][C:10]([OH:12])=O)[CH:6]=[CH:7][CH:8]=1.[CH2:13]([O:17][C:18](=[O:29])[C@H:19]([CH3:28])[NH:20]C(=O)CC(C)CC)[CH:14]([CH3:16])[CH3:15]>>[CH2:13]([O:17][C:18](=[O:29])[C@H:19]([CH3:28])[NH:20][C:10](=[O:12])[CH2:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([S:2][CH3:1])[CH:4]=1)[CH:14]([CH3:16])[CH3:15]

Participants

3

Reactant 2

HCID 27374613-(Methylthio)phenylacetic acidHCID 15481764N-(3-methylpentanoyl)-L-alanine Isobutyl Ester

Product 1

HCID 15481777N-[(3-methylthiophenyl)acetyl]alanine Iso-butyl Ester

Procedure

Following General Procedure I above, and using 3-methylthiophenylacetic acid (CAS# 18698-73-2) and alanine iso-butyl ester (prepared following General Procedure 3 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-aad9369707694701a2c1aa38ab0ea626
Source dataset
uspto-grants-2001_11
Patent number
US06313152B1

Reaction notes

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