1025496-63-2

Downstream Products

• 1025496-77-8 N,N'-bis-[(1'S,3'R,2R)-3-(benzoylamino-ethoxycarbonylmethyl)-cyclopentyl]urea 
• 1025496-75-6 ethyl (1'S,3'R,2R)-2-benzoylamino-(3'-amino-cyclopentyl)acetate p-toluenesulfonate 
• 1025496-73-4 ethyl (1'S,3'R,2R)-2-benzoylamino-[3'-(N'-p-methoxybenzyl)ureido-cyclopentyl]acetate 

Relevant academic research and scientific papers

A new efficient synthesis of enantiopure diastereomeric 3′-aminocyclopentylglycines

A new synthesis of enantiopure (1′S,3′R,2R)- and (1′R,3′S,2R)-3′-aminocyclopentylglycines (-)-12a and (-)-12b was performed by taking advantage of (±)-2-amino-3-oxo-norbornane-2-carboxylic acid derivative exo-2 as the starting material. The use of an acylase from Aspergillus melleus in phosphate buffer allowed the 'one-pot' transformation of the β-ketoester (±)-exo-2 into 3′-carboxycyclopentylglycine (±)-3a and (±)-3b, via a retro-Dieckman reaction, which, by direct kinetic resolution, were isolated as compounds (-)-3a and (-)-3b. Starting from a mixture of (-)-3a and (-)-3b, enantiopure 3′-aminocyclopentylglycines (-)-12a and (-)-12b as well as differently substituted 3-amino derivatives were prepared efficiently using a very simple synthetic protocol that requires a single chromatographic purification.