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【结 构 式】 
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【分子编号】44684 【品名】3-ethyl-7-methyl-3,7-diazabicyclo[3.3.1]nonan-9-one 【CA登记号】 |
【 分 子 式 】C10H18N2O 【 分 子 量 】182.2658 【元素组成】C 65.9% H 9.95% N 15.37% O 8.78% |
合成路线1
该中间体在本合成路线中的序号：(V)The synthesis of [14C]- and deuterium-labeled bisaramil hydrochloride has been reported: 1) The reduction of (14)CO2 with LiAlH4 in THF gives labeled formaldehyde (II), which by a Mannich reaction is condensed with ethylamine (IV) and N-methylpiperidin-4-one (III) by means of acetic acid in refluxing methanol to yield labeled 3-ethyl-7-methyl-3,7-diazabicyclo[3.3.1]nonan-9-one (V). The reduction of (V) with NaBH4 in methanol/NaOH affords a mixture of the alpha- and beta-isomers of the labeled 9-hydroxy derivative (VI + VII). After separation by its different solubility in isopropanol, the alpha-isomer is condensed with 4-chlorobenzoyl chloride (VIII) in hot pyridine to give [2,4-14C]-labeled bisaramil.
| 【1】 Mlinko, S.; Simon Trompler, E.; Szammer, J.; Synthesis of bisaramil labelled with carbon-14 and deuterium. J Label Compd Radiopharm 1994, 34, 4, 313. |
| 【2】 Lapis, E.; YUTAC. Drugs Fut 1985, 10, 10, 837. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (III) | 10919 | 1-Methyl-4-piperidone; 1-Methyltetrahydro-4(1H)-pyridinone; N-Methyl-4-piperidone;1-methylpiperidin-4-one | 1445-73-4 | C6H11NO | 详情 | 详情 |
| (V) | 10920 | 3-Ethyl-7-methyl-3,7-diazabicyclo[3.3.1]nonan-9-one | C10H18N2O | 详情 | 详情 | |
| (V) | 44684 | 3-ethyl-7-methyl-3,7-diazabicyclo[3.3.1]nonan-9-one | C10H18N2O | 详情 | 详情 | |
| (VI) | 10921 | 3-Ethyl-7-methyl-3,7-diazabicyclo[3.3.1]nonan-9-ol | C10H20N2O | 详情 | 详情 | |
| (VI) | 44685 | 3-ethyl-7-methyl-3,7-diazabicyclo[3.3.1]nonan-9-ol | C10H20N2O | 详情 | 详情 | |
| (VII) | 10922 | 3-Ethyl-7-methyl-3,7-diazabicyclo[3.3.1]nonan-9-ol | C10H20N2O | 详情 | 详情 | |
| (VII) | 44686 | 3-ethyl-7-methyl-3,7-diazabicyclo[3.3.1]nonan-9-ol | C10H20N2O | 详情 | 详情 | |
| (VIII) | 10295 | p-Chlorobenzoyl chloride; 4-Chlorobenzoyl chloride | 122-01-0 | C7H4Cl2O | 详情 | 详情 |