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

HRID 322677Notes

Reaction equation

HRID 322677 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. customprepared

Sources & evidence

ORD record
ord-d587ac8b4fd74ad7a0a200d2b791f07d
Source dataset
uspto-grants-2001_04
Patent number
US06211235B1

Reaction notes

Loading…