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【结 构 式】

【药物名称】

【化学名称】9-[5(S)-Hydroxy-4(R)-(hydroxymethyl)-2-cyclohexen-1(S)-yl]guanine

【CA登记号】

【 分 子 式 】C12H15N5O3

【 分 子 量 】277.28505

【开发单位】Rega Institute for Medical Research (Originator)

【药理作用】Anti-Cytomegalovirus Drugs, Anti-Herpes Virus Drugs, ANTIINFECTIVE THERAPY, Anti-Varicella Zoster Virus Drugs, Antiviral Drugs

合成路线1

Coupling of known allylic alcohol (I) with 2-amino-6-chloropurine (II) under Mitsunobu conditions furnished nucleoside (III). Subsequent desilylation and chloride hydrolysis by means of aqueous trifluoroacetic acid yielded the title compound.

1 Froeyen, M.; Hendrix, C.; De Clercq, E.; Herdewijn, P.; Snoeck, R.; Wang, J.; Andrei, G.; The cyclohexene ring system as a furanose mimic: Synthesis and antiviral activity of both enantiomers of cyclohexenylguanine. J Med Chem 2000, 43, 4, 736.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 39292 (1R,4R,5S)-5-[[tert-butyl(dimethyl)silyl]oxy]-4-([[tert-butyl(dimethyl)silyl]oxy]methyl)-2-cyclohexen-1-ol C19H40O3Si2 详情 详情
(II) 11644 6-Chloro-9H-purin-2-amine; 6-Chloro-9H-purin-2-ylamine; 2-Amino-6-chloropurine 10310-21-1 C5H4ClN5 详情 详情
(III) 39293 9-[(1S,4R,5S)-5-[[tert-butyl(dimethyl)silyl]oxy]-4-([[tert-butyl(dimethyl)silyl]oxy]methyl)-2-cyclohexen-1-yl]-6-chloro-9H-purin-2-ylamine; 9-[(1S,4R,5S)-5-[[tert-butyl(dimethyl)silyl]oxy]-4-([[tert-butyl(dimethyl)silyl]oxy]methyl)-2-cyclohexen-1-yl]-6-chloro-9H-purin-2-amine C24H42ClN5O2Si2 详情 详情
Extended Information