Cyclopentylacetic acid → N-(Cyclopentylacetyl)-L-alanine Methyl Ester

Reaction equation

[CH:1]1([CH2:6][C:7]([OH:9])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[CH3:11][O:12][C:13](=[O:17])[C@H:14]([CH3:16])[NH2:15]>>[CH3:11][O:12][C:13](=[O:17])[C@H:14]([CH3:16])[NH:15][C:7](=[O:9])[CH2:6][CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

Reactant 2

HCID 71606Cyclopentylacetic acid

HCID 2733257Alanine methyl ester hydrochloride

Product 1

HCID 54564390N-(Cyclopentylacetyl)-L-alanine Methyl Ester

Procedure

Following General Procedure A above using cyclopentylacetic acid (Aldrich) and L-alanine methyl ester hydrochloride (Sigma), the title compound was prepared as a solid having a melting point of 43-46° C. Purification was by recrystallization from ethyl acetate/hexanes.

Workup

customPurification
customwas by recrystallization from ethyl acetate/hexanes

Sources & evidence

ORD record: ord-e11367379dd64b83acc0b01f108af7d9
Source dataset: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07390801B2

Reaction notes

Loading…