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【结 构 式】

【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