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【结 构 式】 
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【分子编号】59875 【品名】3-({(1R,2R,6R)-2,6-bis{[tert-butyl(diphenyl)silyl]oxy}-3-methylene-4-[(Z)-2-(tetrahydro-2H-pyran-2-yloxy)ethylidene]cyclohexyl}oxy)-1-propanol 【CA登记号】 |
【 分 子 式 】C49H64O6Si2 【 分 子 量 】805.21456 【元素组成】C 73.09% H 8.01% O 11.92% Si 6.98% |
合成路线1
该中间体在本合成路线中的序号：(XXIX)Reduction of the ester function of (XXIV) by means of DIBAL afforded alcohol (XXV), which was further protected as the tetrahydropyranyl ether (XXVI). The free secondary hydroxyl of (XXVI) was then alkylated with allyl bromide (XXVII) and NaH to produce the allyl ether (XXVIII). Selective olefin hydroboration at the allyl ether moiety of (XXVIII), followed by oxidative work-up gave rise to the primary alcohol (XXIX). After silylation of (XXIX), the tetrahydropyranyl ether was hydrolyzed with ethanolic HCl providing the tris-O-silylated compound (XXX)
| 【1】 Takahashi, T.; Shiono, M. (Kuraray Co., Ltd.); Cyclohexanetriol derivs.. EP 0503630 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XXIV) | 59871 | ethyl 2-((3R,4R,5R)-3,5-bis{[tert-butyl(diphenyl)silyl]oxy}-4-hydroxy-2-methylenecyclohexylidene)acetate | C43H52O5Si2 | 详情 | 详情 | |
| (XXV) | 59872 | (1R,2R,6R)-2,6-bis{[tert-butyl(diphenyl)silyl]oxy}-4-[(Z)-2-hydroxyethylidene]-3-methylenecyclohexanol | C41H50O4Si2 | 详情 | 详情 | |
| (XXVI) | 59873 | (1R,2R,6R)-2,6-bis{[tert-butyl(diphenyl)silyl]oxy}-3-methylene-4-[(Z)-2-(tetrahydro-2H-pyran-2-yloxy)ethylidene]cyclohexanol | C46H58O5Si2 | 详情 | 详情 | |
| (XXVII) | 11463 | 3-Bromo-1-propene; 3-Bromopropene；allyl bromide | 106-95-6 | C3H5Br | 详情 | 详情 |
| (XXVIII) | 59874 | ({(1R,2R,3R)-2-(allyloxy)-3-{[tert-butyl(diphenyl)silyl]oxy}-4-methylene-5-[(Z)-2-(tetrahydro-2H-pyran-2-yloxy)ethylidene]cyclohexyl}oxy)(tert-butyl)diphenylsilane; allyl (1R,2R,6R)-2,6-bis{[tert-butyl(diphenyl)silyl]oxy}-3-methylene-4-[(Z)-2-(tetrahydro-2H-pyran-2-yloxy)ethylidene]cyclohexyl ether | C49H62O5Si2 | 详情 | 详情 | |
| (XXIX) | 59875 | 3-({(1R,2R,6R)-2,6-bis{[tert-butyl(diphenyl)silyl]oxy}-3-methylene-4-[(Z)-2-(tetrahydro-2H-pyran-2-yloxy)ethylidene]cyclohexyl}oxy)-1-propanol | C49H64O6Si2 | 详情 | 详情 | |
| (XXX) | 59876 | 2-[(3R,4R,5R)-3,5-bis{[tert-butyl(diphenyl)silyl]oxy}-4-(3-{[tert-butyl(diphenyl)silyl]oxy}propoxy)-2-methylenecyclohexylidene]-1-ethanol | C60H74O5Si3 | 详情 | 详情 |