Synthesis of pyrimidine 3'-allyl-2', 3'-dideoxyribonucleosides by free-radical coupling

…, B Doboszewski, W Schmidt, GV Ullas…

Index: Chu, Chung K.; Doboszewski, B.; Schmidt, Walter; Ullas, Giliyar V. Journal of Organic Chemistry, 1989 , vol. 54, # 11 p. 2767 - 2769

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Citation Number: 62

Abstract

The crystal structure of 7 was determined to analyze the effect on the molecular conformation of the 3'-substituent. None of the bond lengths and angles are exceptional. The most important feature of the structure is the C3'-endo conformation of the sugar ring (pseudorotational phase angle P= 16.0'). This conformation is commonly observed for other uridine analogues, but not for AZT or 3'-azido-2 ', 3'-dideoxyuridine ((3-87), 18 active anti- ...