869290-30-2Relevant academic research and scientific papers
Use of silyl ester and enamine protection for an efficient alternate synthesis of (1S,2S,5R,6S)-2-[(2′S)-(2′-amino)propionyl] aminobicyclo[3.1.0]hexane-2,6-dicarboxylic acid hydrochloride (LY544344·HCl)
Fennell, Jared W.,Semo, Michael J.,Wirth, David D.,Vaid, Radhe K.
, p. 2659 - 2664 (2006)
An alternate synthesis of title compound (5) using N-(2-methoxycarbonyl-1- methylvinyl)-L-alanine sodium salt (6) and 2-aminobicyclo[3.1.0]hexane-2,6- dicarboxylic acid (1) was successfully completed. Incorporation of silyl ester protection and the use of an enamine-protecting group allowed for the elimination of several processing steps. Georg Thieme Verlag Stuttgart.
An efficient synthesis of LY544344?HCl: A prodrug of mGluR2 agonist LY354740
Coffey, D. Scott,Hawk, Mai Khanh,Pedersen, Steven W.,Vaid, Radhe K.
, p. 7299 - 7302 (2007/10/03)
LY544344?HCl was efficiently prepared in two steps from LY354740. The key step highlighted the in situ masking of the carboxylic acid groups as trimethylsilyl esters to facilitate an effective acylation reaction.
