CAS: 42867-68-5; 9-((2R,5S)-5-(Hydroxymethyl)-2,5-Dihydrofuran-2-yl)-3H-Purin-6(9H)-One

该化合物是一种合成核素比喻,显示抗病毒性,特别是抗逆转录病毒,如艾滋病毒,其特点是在2'和3'的肋骨糖位置上没有氢氧基,这有利于其在病毒RNA复制过程中作为链端器的动作机制.该化合物通常以磷酸形式施用,这提高了其生物利用率和功效.DDI因其能够抑制病毒反转转酶,从而防止病毒RNA转化为DNA而闻名.其化学结构包括一个纯碱基,特别是Inosine,该基经过改造,以加强其抗病毒活动.虽然DDI被用于艾滋病毒综合疗法,但与某些副作用有关,包括对三氯丁二烯DNA的潜在毒性.

结构式图片

上下游产品

CAS号810694-82-7 2',3'-bis-O-[(m... | CAS号119818-51-8 5'-O-(tert-buty... | CAS号130676-57-2 5-乙酰-2’,3’-双脱氧双脱氢肌苷 | CAS号58-63-9 肌苷 | CAS号142544-61-4 ((2S,5R)-5-(6-o... | CAS号119794-34-2 5'-O-(tert-buty... | CAS号119794-36-4 D-2',3'-O-thi°C... | CAS号119794-35-3 5'-O-(tert-buty... | CAS号65870-99-7 O2',O3'-(1-meth... | CAS号69655-05-6 地达诺辛

合成工艺路线路线简述

  • 合成目标产物 2',3'-Dideoxy-2',3'-Didehydroinosine 主要起始原料 Ethanamine, N-[(3,5-Dichlorophenyl)Methylene]-2,2-Diethoxy-
  • (文献来源)合成步骤主要原料 Ethanamine, N-[(3,5-Dichlorophenyl)Methylene]-2,2-Diethoxy-
D-2',3'-O-Thiocarbonylene-5'-O-Tert-Butyldimethylsilyl Inosine置于四丁基氟化铵,亚磷酸三乙酯体系中,用 四氢呋喃 作为反应溶剂,化学反应 0.5H,反应生成 2',3'-双脱氧双脱氢肌苷
参考文献:General Syntheses Of 2',3'-Dideoxynucleosides And 2',3'-Didehydro-2',3'-Dideoxynucleosides
标题:General Syntheses Of 2',3'-Dideoxynucleosides And 2',3'-Didehydro-2',3'-Dideoxynucleosides
摘要:
DOI:10.1021/jo00270A036

海关参考信息

专利信息


专利号:US-11858953-B2
优先权日:2018-04-04
标 题:Compositions and methods for synthesis of phosphorylated molecules
发明人:CHAPUT JOHN; LIAO JEN-YU; BALA SAIKAT
权利人:UNIV CALIFORNIA
摘要:The invention provides compositions and methods for synthesis of phosphorylated organic compounds, including nucleoside triphosphates.

专利号:US-6927291-B2
优先权日:2001-03-01
标 题:Method for the synthesis of 2′,3′-dideoxy-2′,3′-didehydronucleosides
发明人:JIN FUQIANG; CONFALONE PASQUALE N
权利人:PHARMASSET LTD
摘要:An efficient synthetic route to antiviral 2′,3′-dideoxy-2′,3′-didehydro-nucleosides, such as 2′,3′-dideoxy and 2′- or 3′-deoxyribo-nucleoside analogs, from available precursors is disclosed, with the option of introducing functionality as needed. In one embodiment, a method for the preparation of β-D and β-L-2′,3′-dideoxy-2′,3′-didehydro-nucleosides is described that includes: activating a compound of structure (1) n n nwherein B is a pyrimidine or purine base and Y is O, S or CH 2 with an acyl halide of the formula X—C(â•?O)R 1 , X—C(â•?O)C(R 1 ) 2 OC(â•?O)R 1 or X—C(â•?O)OR 1 (wherein X is a halogen, and each R 1 is independently hydrogen, lower alkyl, alkyl, aryl or phenyl); reducing the resulting compound with a reducing agent to form a 2′,3′-dideoxy-2′,3′-didehydro-nucleoside; and optionally deprotecting the nucleoside. The haloacylation of the first step can form the 2′-acyl-3′-halonucleoside, the 3′-acyl-2′-halonucleoside, or a mixture thereof.

专利号:US-2020239500-A1
优先权日:2018-04-04
标 题 :Compositions and Methods for Synthesis of Phosphorylated Molecules

专利号:CA-2439836-A1
优先权日:2001-03-01
标 题 :Method for the synthesis of 2',3'-dideoxy-2',3'-didehydronucleosides

专利号:ZA-200306739-B
优先权日:2001-03-01
标题 :Method for the synthesis of 2',3'-dideoxy-2',3'-didehydro-nucleosides.

专利号:US-2005250946-A1
优先权日:2001-03-01
标 题 :Method for the synthesis of 2',3'-dideoxy-2',3'-didehydronucleosides
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✅ COA系统入驻 | 共享模式

合成参考文献


参考文献:10.1016/0006-2952(88)90383-8
摘要:Chu CK, Schinazi RF, Arnold BH, Cannon DL, Doboszewski B, Bhadti VB, Gu ZP. Comparative activity of 2',3'-saturated and unsaturated pyrimidine and purine nucleosides against human immunodeficiency virus type 1 in peripheral blood mononuclear cells. Biochem Pharmacol. 1988 Oct 01;37(19):3543–8. doi: 10.1016/0006-2952(88)90383-8.
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