A convenient synthesis of 2'-deoxy-2-fluoroadenosine; a potential prodrug for suicide gene therapy.
A convenient synthesis of 2'-deoxy-2-fluoroadenosine; a potential prodrug for suicide gene therapy.
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2-脱氧-2-氟腺苷的便捷合成；
DOI：
10.1080/15257770008035007
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发表时间：
2000
期刊：
影响因子：
--
通讯作者：
Secrist3rd,JA
中科院分区：
文献类型：
--
作者：
Hassan,AE;Shortnacy-Fowler,AT;Montgomery,JA;Secrist3rd,JA
A convenient synthesis of 2′-deoxy-2-fluoro-adenosine(1)is described. Deaminative fluorination of 2-aminoadenosine(2)followed by silylation of the 3′, 5′-hydroxyl groups gave the corresponding 2-fluoroadenosine derivative4in good yield. Thiocarbonylation of4to thiocarbonylimidazolyl derivative5afollowed by treatment with an excess of tris(trimethylsilyl)silane (TTMSS) andtert-butyl peroxide in toluene at 80 [ddot]C was found to affect an efficient deoxygenation to the corresponding 2′-deoxy derivative6.Desilylation of6by Et4NF in CH3CN afforded1in high yield.
