Synthesis of isomeric and enantiomeric O-phosphonylmethyl derivatives of 9-(2, 3-dihydroxypropyl) adenine

A Holý, I Rosenberg

Index: Holy, Antonin; Rosenberg, Ivan Collection of Czechoslovak Chemical Communications, 1987 ,  vol. 52,  # 11  p. 2775 - 2791

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Citation Number: 54

Abstract

Abstract Reaction of 9-(S)-(2, 3-dihydroxypropyl) adenine (I) with chloromethanephosphonyl chloride (VII) in pyridine or triethyl phosphate, or with chloromethyl (pyridinio) phosphonate (IX) in pyridine, afforded a mixture of 2'-(IV) and 3'-O-chloromethanephosphonate (V) which were separated on anion exchange resin or alkylsilica gel. Treatment of compounds IV and V with aqueous alkaline hydroxide, followed by deionization, gave 9-(S)-(2-hydroxy-3- ...