Benzyl 3-aminopropanoate → benzyl N-(E)-[1-oxo-2-(pivaloylthiomethyl)-3-phenylpropenyl]-beta-alaninate

HRID 264871Notes

Reaction equation

HRID 264871 reaction equation
[C:1]([S:7][CH2:8]/[C:9](=[CH:13]/[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)/[C:10]([OH:12])=O)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[NH2:20][CH2:21][CH2:22][C:23]([O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:24]>>[O:12]=[C:10]([NH:20][CH2:21][CH2:22][C:23]([O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:24])/[C:9](/[CH2:8][S:7][C:1](=[O:6])[C:2]([CH3:3])([CH3:4])[CH3:5])=[CH:13]\[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 1116164Benzyl 3-aminopropanoateHCID 86750589(E)-2-pivaloylthiomethyl-3-phenylpropenoic acid

Product 1

HCID 86750588benzyl N-(E)-[1-oxo-2-(pivaloylthiomethyl)-3-phenylpropenyl]-beta-alaninate

Procedure

The (E)-2-pivaloylthiomethyl -3-phenylpropenoic acid above is coupled with benzyl β-alaninate according to the experimental procedure described in Example 1 (step D).

Sources & evidence

ORD record
ord-5112dbe54dd447e49a69942d4163d66b
Source dataset
uspto-grants-1997_07
Patent number
US05646313

Reaction notes

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