… observations relating to the use of 1-aryl-4-alkoxypiperidin-4-yl groups for the protection of the 2′-hydroxy functions in the chemical synthesis of oligoribonucleotides

…, AM Vandersteen, C Visintin, PZ Zhang

Index: Lloyd, Wayne; Reese, Colin B.; Song, Quanlai; Vandersteen, Anthony M.; Visintin, Cristina; Zhang, Pei-Zhou Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 2 p. 165 - 176

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Citation Number: 24

Abstract

The comparative rates of acid-catalysed removal of ten 1-aryl-4-methoxypiperidin-4-yl 8 (R= Me)[including the previously reported Ctmp 5 and Fpmp 6] protecting groups for the 2′- hydroxy functions in oligoribonucleotide synthesis are discussed. These studies have led to the development of the 1-(4-chlorophenyl)-4-ethoxypiperidin-4-yl (Cpep) protecting group 8 (R= Et, R1= R2= H, R3= Cl) which is both more stable than the Ctmp and Fpmp groups at ...