Synthesis of (2R,3R,4S)-N-Boc-2,4-Diarylpyrrolidine-3-carboxamides

Abstract

A synthesis of (2R,3R,4S)-N-boc-2,4-diarylpyrrolidine-3-carboxylic amides (i-vii) via HATU, BOP and Mukaiyama mediated coupling of (2R,3R,4S)-1-(tert-butoxycarbonyl)-4-(benzo[d][1,3]dioxol-6-yl)-2-(4-methoxyphenyl)pyrrolidine-3-carboxylic acid (13) with amine (a¹-g¹) has been developed. Under HATU coupling conditions, the products were achieved in good yields comparatively than BOP and Mukaiyama reagent. The structures of compounds i-vii were elucidated on the basis of spectral and chemical studies.