Methyl 3-aminobutanoate → methyl 3-(RS)-N-(E)-[1-oxo-2-(acetylthiomethyl)-3-phenylpropenyl]aminobutanoate

HRID 264874Notes

Reaction equation

HRID 264874 reaction equation
[C:1]([S:4][CH2:5]/[C:6](=[CH:10]/[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)/[C:7]([OH:9])=O)(=[O:3])[CH3:2].[NH2:17][CH:18]([CH3:24])[CH2:19][C:20]([O:22][CH3:23])=[O:21]>>[O:9]=[C:7]([NH:17][CH:18]([CH3:24])[CH2:19][C:20]([O:22][CH3:23])=[O:21])/[C:6](/[CH2:5][S:4][C:1](=[O:3])[CH3:2])=[CH:10]\[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 12500430Methyl 3-aminobutanoateHCID 86750583(E)-2-acetylthiomethyl-3-phenylpropenoic acid

Product 1

HCID 19037108methyl 3-(RS)-N-(E)-[1-oxo-2-(acetylthiomethyl)-3-phenylpropenyl]aminobutanoate

Procedure

The (E)-2-acetylthiomethyl-3-phenylpropenoic acid described in Example 1 (step C) is coupled with methyl 3-(RS)-aminobutanoate according to the experimental procedure described in Example 1 (step D).

Sources & evidence

ORD record
ord-523ebb8c598245b5bac7694d74cac4aa
Source dataset
uspto-grants-1997_07
Patent number
US05646313

Reaction notes

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