Tetrahedron

Synthesis of N α-(purinyl/pyrimidinyl acetyl)-4-aminoproline diastereomers with potential use in PNA synthesis

BP Gangamani, VA Kumar, KN Ganesh

Index: Gangamani, Bargur P.; Kumar, Vaijayanti A.; Ganesh, Krishna N. Tetrahedron, 1996 , vol. 52, # 47 p. 15017 - 15030

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Citation Number: 74

Abstract

This paper describes an approach to introduce conformational constraint and chirality into the PNA backbone by bridging the ethylenediamine and glycine components of the same unit by a methylene group which leads to PNA based on 4-aminoprolyl backbone with chirality at C-4 and C-2. The synthesis and characterisation of all four diasteroisomers with thymine (T) as the sidechain nucleobase (3a-d) and the synthesis of one of the ...