Cyclopropaneacetic acid → N-(Cyclopropylacetyl)-L-alanine

HRID 23010

Reaction equation

[CH:1]1([CH2:4][C:5]([OH:7])=O)[CH2:3][CH2:2]1.Cl.C[O:10][C:11](=[O:15])[C@H:12]([CH3:14])[NH2:13]>>[CH:1]1([CH2:4][C:5]([NH:13][C@H:12]([C:11]([OH:15])=[O:10])[CH3:14])=[O:7])[CH2:2][CH2:3]1

Participants

Reactant 2

HCID 138440Cyclopropaneacetic acid

HCID 2733257Alanine methyl ester hydrochloride

Product 1

HCID 54556694N-(Cyclopropylacetyl)-L-alanine

Procedure

Following General Procedure II-E above using cyclopropylacetic acid (Aldrich) and L-alanine methyl ester hydrochloride (Sigma), the title compound was prepared as an oil. The reaction was monitored by tlc on silica gel (Rf=0.15 in 25% ethyl acetate/hexanes) and purification was by flash column chromatography using 25% ethyl acetate/hexanes as the eluant.

Workup

customThe reaction was monitored by tlc on silica gel (Rf=0.15 in 25% ethyl acetate/hexanes) and purification

Sources & evidence

ORD record: ord-c1aa1f135199484289799d0967d68dae
Source dataset: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06849650B2

Linked notes

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