|
【结 构 式】 
|
【分子编号】16473 【品名】2-[3-(diethylamino)propyl]-8,8-dipropyl-2-azaspiro[4.5]decane-1,3-dione 【CA登记号】 |
【 分 子 式 】C22H40N2O2 【 分 子 量 】364.57188 【元素组成】C 72.48% H 11.06% N 7.68% O 8.78% |
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：(V)Piperidine-catalyzed condensation of ethyl cyanoacetate with (I) (1) afforded cyanoester (II). Michael addition of KCN to (II) gave dinitrile (III), which was hydrolyzed under basic conditions to afford diacid (IV). Condensation of (IV) with N,N-diethylaminopropylamine afforded the desired imide (V). Reduction of (V) with lithium aluminum hydride gave the required diamine which was treated with aqueous HCl/n-propanol to yield the diamine as the dihydrochloride salt, SK&F 106615-A2 (VI).
| 【1】 Wright, C.S.; Bagder, A.; SK&F-106615. Drugs Fut 1995, 20, 9, 893. |
| 【2】 Badger, A.M.; Dimartino, M.J.; Mirabelli, C.K.; Cheeseman, E.N.; Dorman, J.W.; Picker, D.H.; Schwartz, D.A. (SmithKline Beecham plc); Immunomodulatory azaspiranes. AU 8825333; EP 0310321; JP 1991500290; US 4963557; WO 8902889 . |
| 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) | 13411 | 4,4-Dipropylcyclohexanone | 123018-62-2 | C12H22O | 详情 | 详情 |
| (II) | 13412 | ethyl 2-cyano-2-(4,4-dipropylcyclohexylidene)acetate | C17H27NO2 | 详情 | 详情 | |
| (III) | 16471 | 1-(cyanomethyl)-4,4-dipropylcyclohexanecarbonitrile | C15H24N2 | 详情 | 详情 | |
| (IV) | 13413 | 1-(Carboxymethyl)-4,4-dipropylcyclohexanecarboxylic acid | C15H26O4 | 详情 | 详情 | |
| (V) | 16473 | 2-[3-(diethylamino)propyl]-8,8-dipropyl-2-azaspiro[4.5]decane-1,3-dione | C22H40N2O2 | 详情 | 详情 |
Extended Information