An Efficient Synthesis of 9-β-D-2'-Deoxyribofuranosyl-6-methylpurine

Chin. J. Org. Chem. ›› 2006, Vol. 26 ›› Issue (10): 1394-1397. Previous Articles Next Articles

Original Articles

9-(β-D-2'-脱氧核糖基)-6-甲基嘌呤的合成

李庶心*^,a，江发龙^a,b，赵砚瑾^a，郭金华^a，王志清^a

(^a军事医学科学院放射与辐射医学研究所北京 100850)
(^b江西中医学院南昌 330006)

收稿日期:2005-09-21 修回日期:2006-02-21 发布日期:2006-09-19
通讯作者: 李庶心

An Efficient Synthesis of 9-β-D-2'-Deoxyribofuranosyl-6-methylpurine

LI Shu-Xin*^,a,JIANG Fa-Long^a,b,ZHAO Yan-Jin^a
GUO Jin-Hua^a,WANG Zhi-Qing^a

(^a Institute of Radiation and Irradiation Medicine, Academy of Military Medical Science, Bei-jing 100850)
(^b Jiangxi Traditional Chinese Medicine of Institute, Nanchang 330006)

Received:2005-09-21 Revised:2006-02-21 Published:2006-09-19
Contact: LI Shu-Xin

Abstract

A new method for preparing 9-β-D-2'-deoxyribofuranosyl-6-methylpurine from inosne (1) is described. Inosne was converted to 6-chlorolpurinenucleoside (4) via esteriflcation, chlorination and deacetylation, then through protecting, deacetylation and deprotecting reactions to give the key intermediate 6-methylpurinenucleoside (7). The compound 7 was protected with O[Si(i-Pr)₂Cl]₂ and reacted with phenyl carbonochloridothioate to give compound 9. The compound 9 was converted to target compound 11 by reduction and deprotecting reaction. The structures of these products were identified by MS, ¹H NMR spectra and elemental analysis.

Key words: purinenucleoside, synthesis, nucleoside

Cite this article

LI Shu-Xin*^,a,JIANG Fa-Long,b,ZHAO Yan-Jin^a
GUO Jin-Hua^a,WANG Zhi-Qing^a. An Efficient Synthesis of 9-β-D-2'-Deoxyribofuranosyl-6-methylpurine[J]. Chin. J. Org. Chem., 2006, 26(10): 1394-1397.

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9-(β-D-2'-脱氧核糖基)-6-甲基嘌呤的合成

An Efficient Synthesis of 9-β-D-2'-Deoxyribofuranosyl-6-methylpurine

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