Nucleosides and Nucleotides p. 31 - 45 (1996)
Update date:2022-07-29
Topics:
Shiragami, Hiroshi
Amino, Yusuke
Honda, Yutaka
Arai, Masayuki
Tanaka, Yasuhiro
Iwagami, Hisao
Yukawa, Toshihide
Izawa, Kunisuke
Practical method to produce 2′,3′-dideoxypurinenucleosides from 9-(2,5-di-O-acetyl-3-bromo-3-deoxy-β-D-xylofuranosyl)purines (1) was developed. High ratio of 2′,3′-dideoxynucleoside to 3′-deoxyribonucleoside was obtained by selecting the reaction conditions (solvent, pH and/or base), or changing 2′-acyloxy leaving group. The reaction mechanism was studied by deuteration experiments of 1a and 1-(3,5-di-O-acetyl-2-bromo-2-deoxy-β-D-ribofuranosyl)thymine (12).
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