3-Methylpentanoic acid → N-(3-methylpentanoyl)-L-alanine Isobutyl Ester

HRID 2180711Notes

Reaction equation

HRID 2180711 reaction equation
[CH3:1][CH:2]([CH2:7][CH3:8])[CH2:3][C:4]([OH:6])=O.Cl.[CH2:10]([O:14][C:15](=[O:19])[C@H:16]([CH3:18])[NH2:17])[CH:11]([CH3:13])[CH3:12]>>[CH2:10]([O:14][C:15](=[O:19])[C@H:16]([CH3:18])[NH:17][C:4](=[O:6])[CH2:3][CH:2]([CH3:1])[CH2:7][CH3:8])[CH:11]([CH3:13])[CH3:12]

Participants

3

Reactant 2

HCID 77553-Methylpentanoic acidHCID 865849812-Methylpropyl (2S)-2-aminopropanoate hydrochloride

Product 1

HCID 15481764N-(3-methylpentanoyl)-L-alanine Isobutyl Ester

Procedure

Following General Procedure B′ and using 3-methylpentanoic 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 tic on silica gel and purification was by extraction with Et2O followed by washes with aqueous K2CO3 and aqueous HCl.

Sources & evidence

ORD record
ord-c42cfbf693a846698ebca7b7fc58cc83
Source dataset
uspto-grants-2005_05
Patent number
US06888022B2

Reaction notes

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