4-Phenylbutyric Acid → N-(4phenylbutanoyl)-L-alanine iso-butyl ester

HRID 322646Notes

Reaction equation

HRID 322646 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][C:10]([OH:12])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[CH2:14]([O:18][C:19](=[O:23])[C@H:20]([CH3:22])[NH2:21])[CH:15]([CH3:17])[CH3:16]>>[CH2:14]([O:18][C:19](=[O:23])[C@H:20]([CH3:22])[NH:21][C:10](=[O:12])[CH2:9][CH2:8][CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[CH:15]([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 47754-Phenylbutyric AcidHCID 865849812-Methylpropyl (2S)-2-aminopropanoate hydrochloride

Product 1

HCID 15481769N-(4phenylbutanoyl)-L-alanine iso-butyl ester

Procedure

Following General Procedure B′ and using 4-phenylbutanoic acid (Aldrich) and L-alanine iso-butyl ester hydrochloride (from Example B′ above), the title compound was prepared as an oil. The reaction was monitored by tlc on silica gel and purification was by extraction with Et2O followed by washes with aqueous K2CO3 and aqueous HCl.

Sources & evidence

ORD record
ord-97b26207d6ce44fbb5d1ea4e131bb8c9
Source dataset
uspto-grants-2001_04
Patent number
US06211235B1

Reaction notes

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