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【结 构 式】 
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【分子编号】31119 【品名】[(E)-4-methyl-7-(tetrahydro-2H-pyran-2-yloxy)-4-heptenyl](triphenyl)phosphonium iodide 【CA登记号】 |
【 分 子 式 】C31H38IO2P 【 分 子 量 】600.519752 【元素组成】C 62% H 6.38% I 21.13% O 5.33% P 5.16% |
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：(XI)The condensation of genanyl bromide (VIII) with methyl 4,4-dimethoxyacetylacetate (IX) by means of sodium ethoxide in refluxing ethanol gives 1,1-dimethoxy-6,10-dimethyl-5,9-undecadiene-2-one (X), which is submitted to a Wittig condensation with (4-methyl-6-tetrahydropyranyloxy-4-hexenyl)triphenyl phosphonium iodide by means of n-butyllithium in hexane yielding 7-formyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol (XII). Finally, this compound is reduced with NaBH4 in ethanol.
| 【1】 Mishima, H.; Ogiso, A.; Kobayashi, S. (Sankyo Co., Ltd.); Polyprenyl piperazines. DE 2717990; FR 2348907; FR 2422617; GB 1534111; JP 52131507; US 4151357 . |
| 【2】 Castaner, J.; Serradell, M.N.; Blancafort, P.; Plaunotol. Drugs Fut 1983, 8, 11, 930. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VIII) | 31116 | (2E)-1-bromo-3,7-dimethyl-2,6-octadiene; trans-Geranyl bromide; Geranyl bromide | 6138-90-5 | C10H17Br | 详情 | 详情 |
| (IX) | 31117 | methyl 4,4-dimethoxy-3-oxobutanoate | C7H12O5 | 详情 | 详情 | |
| (X) | 31118 | (5E)-1,1-dimethoxy-6,10-dimethyl-5,9-undecadien-2-one | C15H26O3 | 详情 | 详情 | |
| (XI) | 31119 | [(E)-4-methyl-7-(tetrahydro-2H-pyran-2-yloxy)-4-heptenyl](triphenyl)phosphonium iodide | C31H38IO2P | 详情 | 详情 | |
| (XII) | 31120 | (5E)-2-[(Z,4E)-6-hydroxy-4-methyl-4-hexenylidene]-6,10-dimethyl-5,9-undecadienal | C20H32O2 | 详情 | 详情 |
Extended Information