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

HRID 1016815Notes

Reaction equation

HRID 1016815 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-4b18621210f1413995da7c0bfc5920db
Source dataset
uspto-grants-2002_11
Patent number
US06476263B1

Reaction notes

Loading…