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【结 构 式】

【分子编号】61427

【品名】ethyl (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-carboxylate

【CA登记号】

【 分 子 式 】C15H18N4O6

【 分 子 量 】350.33128

【元素组成】C 51.43% H 5.18% N 15.99% O 27.4%

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)

Alternatively, the inosine uronic acid (I) is converted to ethyl ester (II) by sequential treatment with thionyl chloride and then ethanol. Subsequent reaction with acetic anhydride in pyridine gives rise to diacetate (III). Chlorination of the inosine ring of (III) to produce (IV) is accomplished by treatment with phosphoryl chloride in the presence of tetraethylammonium chloride. Displacement of the 6-chloro group of (IV) with cyclopentylamine (V) yields amino purine (VI). Finally, aminolysis of the ester groups of (VI) with ethanolic ethylamine leads to the title compound.

1 Hamilton, H.W.; Patt, W.C. (Pfizer Inc.); N6-Substd.-5'-oxidized adenosine analogs. EP 0222330; JP 1987111996; US 4738954 .
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) 61427 ethyl (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-carboxylate C15H18N4O6 详情 详情
(III) 61428 ethyl (2S,3R,4R,5R)-3,4-bis(acetyloxy)-5-(6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydro-2-furancarboxylate C16H18N4O8 详情 详情
(IV) 61429 ethyl (2S,3R,4R,5R)-3,4-bis(acetyloxy)-5-(6-chloro-9H-purin-9-yl)tetrahydro-2-furancarboxylate C16H17ClN4O7 详情 详情
(V) 28850 cyclopentanamine 1003-03-8 C5H11N 详情 详情
(VI) 61430 ethyl (2S,3R,4R,5R)-3,4-bis(acetyloxy)-5-[6-(cyclopentylamino)-9H-purin-9-yl]tetrahydro-2-furancarboxylate C21H27N5O7 详情 详情
Extended Information