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

HRID 1859105Notes

Reaction equation

HRID 1859105 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 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-8164b93f222a454291817cc6f1ff461f
Source dataset
uspto-grants-2000_11
Patent number
US06153652

Reaction notes

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