|
【结 构 式】 
|
【分子编号】28768 【品名】8-azabicyclo[3.2.1]oct-3-yl 2-hydroxy-2,2-diphenylacetate 【CA登记号】16444-19-2 |
【 分 子 式 】C21H23NO3 【 分 子 量 】337.41856 【元素组成】C 74.75% H 6.87% N 4.15% O 14.23% |
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：(IV)The esterification of N-benzyloxycarbonylnortropine (II) with diphenyl chloroacetic acid (I) gives the corresponding ester (III), which is deprotected and hydrolyzed to afford nortropine benzylate (IV). This compound (IV) is alkylated with 2-bromo-1-fluoroethane (V) by means of Na2CO3 in refluxing acetonitrile yielding N-(2-fluoroethyl)nortropine benzylate (VI), which is finally treated with methyl bromide in dichloromethane acetonitrile.
| 【1】 Banholzer, R.; Bauer, R.; Heusner, A.; Schulz, W. (Boehringer Ingelheim GmbH); Quaternary N-beta-substd. benzylic acid N-alkyltropinic esters. DE 2540633 . |
| 【2】 Banholzer, R.; et al.; Synthesis of the bronchospasmolytic agent flutropim bromide and of some homologous and configuration isomeric compounds. Arzneim-Forsch Drug Res 1986, 36, 8, 1161-6. |
| 【3】 Castaner, J.; Serradell, M.N.; Castaner, R.M.; Flutropium Bromide. Drugs Fut 1987, 12, 7, 630. |
| 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) | 28765 | 2-chloro-2,2-diphenylacetic acid | C14H11ClO2 | 详情 | 详情 | |
| (II) | 28766 | benzyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate | C15H19NO3 | 详情 | 详情 | |
| (III) | 28767 | benzyl 3-[(2-chloro-2,2-diphenylacetyl)oxy]-8-azabicyclo[3.2.1]octane-8-carboxylate | C29H28ClNO4 | 详情 | 详情 | |
| (IV) | 28768 | 8-azabicyclo[3.2.1]oct-3-yl 2-hydroxy-2,2-diphenylacetate | 16444-19-2 | C21H23NO3 | 详情 | 详情 |
| (V) | 28769 | 1-bromo-2-fluoroethane | 762-49-2 | C2H4BrF | 详情 | 详情 |
| (VI) | 28770 | 8-(2-fluoroethyl)-8-azabicyclo[3.2.1]oct-3-yl 2-hydroxy-2,2-diphenylacetate | C23H26FNO3 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(I)
Extended Information