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【结 构 式】 
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【分子编号】59259 【品名】(4R,5S,6S,7R)-4,7-dibenzyl-1,3-bis(3-nitrobenzyl)-5,6-bis{[2-(trimethylsilyl)ethoxy]methoxy}-1,3-diazepan-2-one 【CA登记号】 |
【 分 子 式 】C45H60N4O9Si2 【 分 子 量 】857.16396 【元素组成】C 63.06% H 7.06% N 6.54% O 16.8% Si 6.55% |
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：(IX)Alkylation of diazepinone (VII) with m-nitrobenzyl bromide (VIII) in the presence of NaH gave the bis-nitrobenzyl derivative (IX). The silylethoxymethyl protecting groups of (IX) were then removed by means of HCl in dioxan to afford diol (X). The nitro groups of (X) were finally reduced by catalytic hydrogenation to the target diamino compound, which was finally converted to the bis-methanesulfonate salt.
| 【3】 Lam, P.Y.; Eyermann, C.J.; Hodge, C.N.; Jadhav, P.K.; DeLucca, G.V. (DuPont Pharmaceuticals Co.); Cyclic ureas and analogues useful as retroviral protease inhibitors. EP 0607334; EP 0686151; EP 0765873; JP 1995500324; JP 1996509700; US 5610294; WO 9307128; WO 9419329 . |
| 【1】 Hodge, C.N.; et al.; Improved cyclic urea inhibitors of the HIV-1 protease: Synthesis, potency, resistance profile, human pharmacokinetics and X-ray crystal structure of DMP 450. Chem Biol 1996, 3, 4, 301. |
| 【2】 Lam, P.Y.S.; et al.; Cyclic HIV protease inhibitors. Synthesis, conformational analysis, P2/P2' structure-activity relationship, and molecular recognition of cyclic ureas. J Med Chem 1996, 39, 18, 3514. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VII) | 19922 | (4R,5S,6S,7R)-4,7-dibenzyl-5,6-bis[[2-(trimethylsilyl)ethoxy]methoxy]-1,3-diazepan-2-one | C31H50N2O5Si2 | 详情 | 详情 | |
| (VIII) | 19636 | 1-(bromomethyl)-3-nitrobenzene | 3958-57-4 | C7H6BrNO2 | 详情 | 详情 |
| (IX) | 59259 | (4R,5S,6S,7R)-4,7-dibenzyl-1,3-bis(3-nitrobenzyl)-5,6-bis{[2-(trimethylsilyl)ethoxy]methoxy}-1,3-diazepan-2-one | C45H60N4O9Si2 | 详情 | 详情 | |
| (X) | 59260 | (4R,5S,6S,7R)-4,7-dibenzyl-5,6-dihydroxy-1,3-bis(3-nitrobenzyl)-1,3-diazepan-2-one | C33H32N4O7 | 详情 | 详情 |
Extended Information