Synthesis and antiviral properties of (E)-5-(2-bromovinyl)-2'-deoxycytidine-related compounds

…, JR Sayers, RT Walker, E De Clercq

Index: Jones; Sayers; Walker; De Clercq Journal of Medicinal Chemistry, 1988 , vol. 31, # 1 p. 268 - 271

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Citation Number: 104

Abstract

Treatment of 3', 5'-di-O-acetyl-(E)-5-(2-bromovinyl)-2'-deoxyuridine (2) with p-chlorophenyl phosphorodichloridate and 1, 2, 4-triazole gave 1-(3, 5-di-0-acety1-2-deoxy-~-~-erythro- pentofuranosy1)-(~)-5-(2-bromoviny1)-4-(1, 2, 4-tri-azol-l-yl) pyrimidin-2 (1H)-one (3). Reaction of 3 with ammonia gave (E)-5-(2-bromovinyl)-2'-deoxycytidine (l), the overall yield from 2 being 60%. A similar 4-(1, 2, 4-triazol-l-y1) derivative (4) was obtained from 3', 5'-di- ...