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【结 构 式】

【分子编号】61424

【品名】(3aR,4S,6R,6aR)-6-(6-chloro-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carbonyl chloride

【CA登记号】

【 分 子 式 】C13H12Cl2N4O4

【 分 子 量 】359.16824

【元素组成】C 43.47% H 3.37% Cl 19.74% N 15.6% O 17.82%

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:(II)

The title compound is prepared by two methods. Chlorination of 2',3'-O-isopropylideneinosine-5'-uronic acid (I) with SOCl2 in the presence of DMF produces the chloropurine acid chloride (II), which is further converted into the amide (III) upon treatment with ethylamine. Subsequent displacement of the purine 6-chloro group of (III) with cyclopentylamine (IV) furnishes the cyclopentylamino purine (V). Finally, acidic ketal hydrolysis in (IV) gives rise to the target compound.

1 Olsson, R.A.; Thompson, R.D. (UCB Pharma, Inc.); N-6 Substd.-5'-(N-substd. carboxamido)adenosines as cardiac vasodilators and antihypertensive agents. AU 8544972; EP 0191025; ES 8609359; JP 1986286398; US 5310731; WO 8600310 .
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) 61423 (3aR,4S,6R,6aR)-2,2-dimethyl-6-(6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid C13H14N4O6 详情 详情
(II) 61424 (3aR,4S,6R,6aR)-6-(6-chloro-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carbonyl chloride C13H12Cl2N4O4 详情 详情
(III) 61425 (3aR,4S,6R,6aR)-6-(6-chloro-9H-purin-9-yl)-N-ethyl-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxamide C15H18ClN5O4 详情 详情
(IV) 28850 cyclopentanamine 1003-03-8 C5H11N 详情 详情
(V) 61426 (3aR,4S,6R,6aR)-6-[6-(cyclopentylamino)-9H-purin-9-yl]-N-ethyl-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxamide C20H28N6O4 详情 详情
Extended Information