Gamma-Aminobutyric Acid → 4-[2-[2-(3-Carboxypropylcarbamoyl)phenyldisulfanyl]benzoylamino] butanoic acid

HRID 3261

Reaction equation

HRID 3261 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][C:5]([OH:7])=[O:6].[C:8](Cl)(=[O:26])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[S:15][S:16][C:17]1[CH:25]=[CH:24][CH:23]=[CH:22][C:18]=1[C:19](Cl)=[O:20]>>[C:5]([CH2:4][CH2:3][CH2:2][NH:1][C:8]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[S:15][S:16][C:17]1[CH:25]=[CH:24][CH:23]=[CH:22][C:18]=1[C:19]([NH:1][CH2:2][CH2:3][CH2:4][C:5]([OH:7])=[O:6])=[O:20])=[O:26])([OH:7])=[O:6]

Participants

3

Reactant 2

HCID 119Gamma-Aminobutyric AcidHCID 881642,2'-Dithiodibenzoyl chloride

Product 1

HCID 4688864-[2-[2-(3-Carboxypropylcarbamoyl)phenyldisulfanyl]benzoylamino] butanoic acidYield 49.9%

Procedure

Following the procedure in Preparation 30, 16 g (0.15 mol) of 4-amino-butanoic acid was reacted with 10.8 g (0.03 mol) of 2,2'-dithiobisbenzoyl chloride to afford 7.14 g of the title compound.

Sources & evidence

ORD record
ord-22175d52cf8d4bbdad038a1e70ab65ca
Source dataset
uspto-grants-1998_03
Patent number
US05733921

Linked notes

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