Nucleosides. CXXXV. Synthesis of some 9-(2-deoxy-2-fluoro-. BETA.-D-arabinofuranosyl)-9H-purines and their biological activities.

…, J MATULIC-ADAMIC, JT HUANG, TC CHOU…

Index: Chu; Matulic-Adamic; Huang; Chou; Burchenal; Fox; Watanabe Chemical and Pharmaceutical Bulletin, 1989 , vol. 37, # 2 p. 336 - 339

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Citation Number: 48

Abstract

Seven purine nucleosides containing the 2'-deoxy-2'-fluoro-β-D-arabinofuranosyl moiety were synthesized and tested for their antitumor activity. Direct condensation of 3-O-acetyl-5- O-benzoyl-2-deoxy-2-fluoro-D-arabinofuranosyl bromide (1) with N 6-benzoyladenine in CH 2 Cl 2 followed by saponification of the product afforded the adenine nucleoside (1, 2'-F-ara- A). Deamination of I with NaNO 2 in HOAc gave the hypoxanthine analogue (II, 2'-F-ara-H) ...