156292-40-9

Upstream product

• 198022-65-0 (-)-(1R,2S)-2-amino-4-methylenecyclopentanecarboxylic acid 
• 139228-09-4 5-methylenetetrahydrocyclopenta[c]furan-1,3-dione 
• 939962-91-1 (-)-(1R,5S)-3-methyl-5-(3-phenyl-allyloxycarbonylamino)-cyclopent-2-enecarboxylic acid 3-phenyl-allyl ester 
• 939962-93-3 (+)-(1S,5S)-3-methyl-5-(3-phenyl-allyloxycarbonylamino)-cyclopent-2-enecarboxylic acid 

Relevant academic research and scientific papers

Quinine-mediated parallel kinetic resolution of racemic cyclic anhydride: stereoselective synthesis, relative and absolute configuration of novel alicyclic β-amino acids

Four endo-isomers of (1R,2S)-2-amino-4-methylenecyclopentanecarboxylic acid (+)-1 (Icofungipen) have been prepared in enantiomerically pure form. Three endo-isomers were obtained by quinine-mediated kinetic resolution of a racemic anhydride, followed by Curtius rearrangement. The fourth isomer was obtained by an exo-endo isomerization of (+)-1. The assignment of the absolute configuration is based either on the Cotton effect in the CD spectra or in correlation to already known structures.

Novel antifungal β-amino acids: Synthesis and activity against Candida albicans

A series of novel β-amino acids has been synthesized and tested for their in vitro antifungal activity against Candida albicans. A steep SAR was observed. β-Amino acid 21 (BAY 10-8888/PLD-118) revealed the most favourable activity-tolerability profile and was selected for clinical studies as a novel antifungal for the oral treatment of yeast infections.