2-Thiopheneacetic acid → 2-[(2-Thienyl)acetamido]butyric acid isobutyl ester

Reaction equation

[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([OH:9])=O.[NH2:10][CH:11]([CH2:19][CH3:20])[C:12]([O:14][CH2:15][CH:16]([CH3:18])[CH3:17])=[O:13]>>[CH2:15]([O:14][C:12](=[O:13])[CH:11]([NH:10][C:7](=[O:9])[CH2:6][C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)[CH2:19][CH3:20])[CH:16]([CH3:17])[CH3:18]

Participants

Reactant 2

HCID 159702-Thiopheneacetic acid

HCID 13743360Isobutyl 2-aminobutyrate

Product 1

HCID 544436822-[(2-Thienyl)acetamido]butyric acid isobutyl ester

Procedure

Following General Procedure BI above and using 2-thiopheneacetic acid (Aldrich) and iso-butyl 2-aminobutyrate (prepared following General Procedure BJ above), the title compound was prepared. The reaction was monitored by tic on silica gel and purification was by filtration as described in the general procedure.

Workup

customtic on silica gel and purification
filtrationwas by filtration

Sources & evidence

ORD record: ord-185645bbd25a4e468a466d4b28ce013b
Source dataset: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06849650B2

Reaction notes

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