3-Thiophenacetic acid → N-[(3thienyl)acetyl]alanine Iso-butyl Ester

HRID 478825Notes

Reaction equation

HRID 478825 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH2:6][C:7]([OH:9])=O)=[CH:2]1.[CH2:10]([O:14][C:15](=[O:19])[C@H:16]([CH3:18])[NH2:17])[CH:11]([CH3:13])[CH3:12]>>[CH2:10]([O:14][C:15](=[O:19])[C@H:16]([CH3:18])[NH:17][C:7](=[O:9])[CH2:6][C:3]1[CH:4]=[CH:5][S:1][CH:2]=1)[CH:11]([CH3:13])[CH3:12]

Participants

3

Reactant 2

HCID 234043-Thiophenacetic acidHCID 137435562-methylpropyl (2S)-2-aminopropanoate

Product 1

HCID 53969374N-[(3thienyl)acetyl]alanine Iso-butyl Ester

Procedure

Following General Procedure I above, and using 3-thiopheneacetic acid (Aldrich) and alanine iso-butyl ester (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-8aa8281fb78a4e809766d844bb8d243a
Source dataset
uspto-grants-2003_11
Patent number
US06642261B2

Reaction notes

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