(2R,3S,4S,5R)-2-(6-amino-9H-purin-9-yl)-4-(ethylsulfanyl)-5-(hydroxymethyl)tetrahydro-3-furansulfenyl cyanide -Drug Synthesis Database

【结构式】

【分子编号】36385

【品名】(2R,3S,4S,5R)-2-(6-amino-9H-purin-9-yl)-4-(ethylsulfanyl)-5-(hydroxymethyl)tetrahydro-3-furansulfenyl cyanide

【CA登记号】

【分子式】C₁₃H₁₆N₆O₂S₂

【分子量】352.44128

【元素组成】C 44.3% H 4.58% N 23.85% O 9.08% S 18.2%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(VII)

The reaction of 2',3'-dideoxy-2'chloro-3'-ethylthioadenosine (VI) with potassium thiocyanate gives 2',3'-dideoxy-2'-thiocyanato-3'-ethylthioadenosine (VII), which by treatment with Ni sponge in DMF at 100 C under H2 atmosphere is converted into compound (IV), which is finally treated with Raney-Ni in refluxing methyl cellosolve-ethanol (100 C).

参考文献中间体

合成目标

【1】 Tong, L.; et al.; An alternative synthesis of 2',3'-dideoxyadenosine. J Org Chem 1965, 30, 8, 2854-55.
【2】 Castaner, J.; Hopkins, S.J.; Serradell, M.N.; Blancafort, P.; 2',3'-Dideoxyadenosine. Drugs Fut 1982, 7, 4, 244.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(IV)	36383	[(2R,3R,5R)-5-(6-amino-9H-purin-9-yl)-3-(ethylsulfanyl)tetrahydro-2-furanyl]methanol	C₁₂H₁₇N₅O₂S	详情	详情
(VI)	36384	[(2R,3S,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-chloro-3-(ethylsulfanyl)tetrahydro-2-furanyl]methanol	C₁₂H₁₆ClN₅O₂S	详情	详情
(VII)	36385	(2R,3S,4S,5R)-2-(6-amino-9H-purin-9-yl)-4-(ethylsulfanyl)-5-(hydroxymethyl)tetrahydro-3-furansulfenyl cyanide	C₁₃H₁₆N₆O₂S₂	详情	详情

Extended Information