L-Alanine → (2S)-2-(hexanoylamino)propanoic acid

HRID 980493Notes

Reaction equation

[NH2:1][C@H:2]([C:4]([OH:6])=[O:5])[CH3:3].[C:7](Cl)(=[O:13])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]>>[C:7]([NH:1][C@@H:2]([CH3:3])[C:4]([OH:6])=[O:5])(=[O:13])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

Reactant 2

HCID 5950L-Alanine

HCID 67340Hexanoyl chloride

Product 1

HCID 2058676(2S)-2-(hexanoylamino)propanoic acid

Procedure

L-Alanine (10 mmol) and hexanoyl chloride (11 mmol) were reacted using the method described in Example 5 Part A to give the title compound as a white crystalline material (1.091 g, 58%) after recrystallization from isopropyl ether (~6 ml).

Sources & evidence

ORD record: ord-797c9321b6004c34a15056f77d3d2ef1
Source dataset: uspto-grants-1987_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04638012

Reaction notes

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