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【结 构 式】 
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【分子编号】31872 【品名】1-[[tert-butyl(dimethyl)silyl]oxy]-3-octanone 【CA登记号】 |
【 分 子 式 】C14H30O2Si 【 分 子 量 】258.4765 【元素组成】C 65.06% H 11.7% O 12.38% Si 10.87% |
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：(IV)The protection of the OH group of 2-hydroxyacetonitrile (I) with TBDMS-Cl and imidazole in THF gives the silyl ether (II), which is treated with pentylmagnesium bromide (III) in ethyl ether yielding the protected 1-hydroxyoctan-3-one (IV), which is deprotected with HCl in methanol/water affording the corresponding hydroxyketone (V). Finally, this compound is treated with hydroxylamine-O-sulfonic acid in liquid ammonia.
| 【1】 Forman, S.A.; Miller, K.W.; Olsen, R.W.; Kloczewiak, M.A.; Addona, G.H.; Husain, S.S.; Cohen, J.B.; Pratt, M.B.; Synthesis and properties of 3-(2-hydroxyethyl)-3-N-pentyldiazirine, a photoactivable general anesthetic. J Med Chem 1999, 42, 17, 3300. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 40596 | (aminooxy)(hydroxy)dioxo-lambda(6)-sulfane | 2950-43-8 | H3NO4S | 详情 | 详情 | |
| (I) | 14029 | Ethylene cyanohydrin; ECN; 3-Hydroxypropanenitrile | 109-78-4 | C3H5NO | 详情 | 详情 |
| (II) | 31870 | 3-[[tert-butyl(dimethyl)silyl]oxy]propanenitrile | C9H19NOSi | 详情 | 详情 | |
| (III) | 31871 | bromo(pentyl)magnesium | 693-25-4 | C5H11BrMg | 详情 | 详情 |
| (IV) | 31872 | 1-[[tert-butyl(dimethyl)silyl]oxy]-3-octanone | C14H30O2Si | 详情 | 详情 | |
| (V) | 31873 | 1-hydroxy-3-octanone | C8H16O2 | 详情 | 详情 |
Extended Information