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【结 构 式】

【分子编号】30600

【品名】1-(1-adamantyl)-1-ethanone; 1-Adamantyl methyl ketone; 1-acetyladamantane

【CA登记号】1660-04-4

【 分 子 式 】C12H18O

【 分 子 量 】178.27432

【元素组成】C 80.85% H 10.18% O 8.97%

与该中间体有关的原料药合成路线共 2 条

合成路线1

该中间体在本合成路线中的序号:(I)

The compound can be obtained by two different ways: 1) The reaction of 1-acetyladamantane (I) with hydroxylamine gives the corresponding oxime (II), which is then reduced with LiAlH4 in THF. 2) By reaction of (I) with ammonia and H2 with a catalyst of Co on diatomite.

1 Brake, L.D. (DuPont Pharmaceuticals Co.); Verfahren zur Herstellung von alpha-Methyl-polycyclomethylaminen. CH 495944; DE 1668571; FR 1568056; US 3489802 .
2 Prichard, W.W. (DuPont Pharmaceuticals Co.); Adamantanes and tricyclo[4.3.1.1(3,8)]undecanes. FR 1572956; GB 1069563; NL 6408505; US 3352912 .
3 Serradell, M.N.; Castaner, J.; Robinson, C.P.; Rimantadine Hydrochloride. Drugs Fut 1984, 9, 9, 660.
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) 30600 1-(1-adamantyl)-1-ethanone; 1-Adamantyl methyl ketone; 1-acetyladamantane 1660-04-4 C12H18O 详情 详情
(II) 30601 1-(1-adamantyl)-1-ethanone oxime C12H19NO 详情 详情

合成路线2

该中间体在本合成路线中的序号:(I)

The title thiosemicarbazone is prepared by condensation of 1-acetyladamantane (I) with thiosemicarbazide (II) in refluxing MeOH.

1 Kolocouris, A.; et al.; New 2-(1-adamantylcarbonyl)pyridine and 1-acetyladamantane thiosemicarbazones- thiocarbonohydrazones: Cell growth inhibitory, antiviral and antimicrobial activity evaluation. Bioorg Med Chem Lett 2002, 15, 5, 723.
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) 30600 1-(1-adamantyl)-1-ethanone; 1-Adamantyl methyl ketone; 1-acetyladamantane 1660-04-4 C12H18O 详情 详情
(II) 12954 1-Hydrazinecarbothioamide; Thiosemicarbazide 79-19-6 CH5N3S 详情 详情
Extended Information