Tetrahedron: Asymmetry

Synthesis of conformationally restricted glutamic acid analogs based on the spiro [3.3] heptane scaffold

DS Radchenko, OO Grygorenko, IV Komarov

Index: Radchenko, Dmytro S.; Grygorenko, Oleksandr O.; Komarov, Igor V. Tetrahedron Asymmetry, 2008 , vol. 19, # 24 p. 2924 - 2930

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Citation Number: 13

Abstract

A library of isomeric glutamic acid analogs based on the spiro [3.3] heptane skeleton is designed. Two members of the library,(R)-and (S)-2-amino-spiro [3.3] heptane-2, 6- dicarboxylic acid hydrochlorides, were synthesized. The stereochemistry of the synthesized amino acids was determined using 1H–1H-NOESY of their diastereomeric derivatives. The aminocarboxylate moiety and the carboxylic group in the synthesized glutamic acid ...