Helvetica chimica acta

An efficient synthesis of 3′??amino??3′??deoxyguanosine from guanosine

L Zhang, Z Cui, B Zhang

Index: Zhang, Lei; Cui, Zhiyong; Zhang, Biliang Helvetica Chimica Acta, 2003 , vol. 86, # 3 p. 703 - 710

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Citation Number: 15

Abstract

Abstract 3′-Amino-3′-deoxyguanosine was synthesized from guanosine in eight steps and 58% overall yield. The 2′, 3′-diol of 5′-O-[(tert-butyl) diphenylsilyl]-2-N- [(dimethylamino) methylidene] guanosine was reacted with α-acetoxyisobutyryl bromide and treated with 0.5 n NH 3 in MeOH to yield 9-{2′-O-acetyl-3′-bromo-5′-O-[(tert-butyl) diphenylsilyl]-3′-deoxy-β-D-xylofuranosyl]-2-N-[(dimethylamino) methylidene] guanine, ...