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【结 构 式】 
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【分子编号】46678 【品名】(E,5S)-5-[(3aS,7aS)-4-[(E)-2-((3S,5S)-5-[[tert-butyl(dimethyl)silyl]oxy]-3-fluoro-2-methylenecyclohexylidene)ethylidene]-7a-methyl-3,3a,5,6,7,7a-hexahydro-4H-inden-1-yl]-1,1-diethyl-2-hexenyl triethylsilyl ether; ([(1S,5S)-3-[(Z)-2-((3aS,7aS)-1-[(1S,3E)-5-ethyl-1-methyl-5-[(triethylsilyl)oxy]-3-heptenyl]-7a-methyl-3,3a,5,6,7,7a-hexahydro-4H-inden-4-ylidene)ethylidene]-5-fluoro-4-methylenecyclohexyl]oxy)(tert-butyl)dimethylsilane 【CA登记号】 |
【 分 子 式 】C41H71FO2Si2 【 分 子 量 】671.1829432 【元素组成】C 73.37% H 10.66% F 2.83% O 4.77% Si 8.37% |
合成路线1
该中间体在本合成路线中的序号：(XVIII)The reaction of the cyclohexylidene ethanol (XIV) with triphosgene gives the corresponding chloride (XV), which is condensed with diphenylphosphine oxide (XVI) by means of NaH in DMF to yield the alkyldiphenylphosphine oxide (XVII) (2). The condensation of (XVII) with the hexahydroindenone intermediate (XIII) by means of BuLi in THF affords the disilylated precursor (XVIII), which is finally deprotected by means of TBAF in THF.
| 【1】 Batcho, A.D.; Bryce, G.F.; Hennessy, B.M.; Iacobelli, J.A.; Uskokovic, M.R. (F. Hoffmann-La Roche AG); Vitamin D3 analogs. EP 0808833; JP 1998045713; US 5939408 . |
| 【2】 Kabat, M.M. (F. Hoffmann-La Roche AG); Phosphinoxide vitamin D precursors. EP 1050537 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XIII) | 46674 | (3aR,7aS)-1-[(1S,3E)-5-ethyl-1-methyl-5-[(triethylsilyl)oxy]-3-heptenyl]-7a-methyl-3,3a,5,6,7,7a-hexahydro-4H-inden-4-one | C26H46O2Si | 详情 | 详情 | |
| (XIV) | 46675 | 2-((3S,5S)-5-[[tert-butyl(dimethyl)silyl]oxy]-3-fluoro-2-methylenecyclohexylidene)-1-ethanol | C15H27FO2Si | 详情 | 详情 | |
| (XV) | 46676 | tert-butyl(dimethyl)silyl (1S,5S)-3-[(Z)-2-chloroethylidene]-5-fluoro-4-methylenecyclohexyl ether; tert-butyl([(1S,5S)-3-[(Z)-2-chloroethylidene]-5-fluoro-4-methylenecyclohexyl]oxy)dimethylsilane | C15H26ClFOSi | 详情 | 详情 | |
| (XVI) | 46679 | oxo(diphenyl)phosphorane | 4559-70-0 | C12H11OP | 详情 | 详情 |
| (XVII) | 46677 | 2-((3S,5S)-5-[[tert-butyl(dimethyl)silyl]oxy]-3-fluoro-2-methylenecyclohexylidene)ethyl(diphenyl)phosphine oxide; [2-((3S,5S)-5-[[tert-butyl(dimethyl)silyl]oxy]-3-fluoro-2-methylenecyclohexylidene)ethyl](oxo)diphenylphosphorane | C27H36FO2PSi | 详情 | 详情 | |
| (XVIII) | 46678 | (E,5S)-5-[(3aS,7aS)-4-[(E)-2-((3S,5S)-5-[[tert-butyl(dimethyl)silyl]oxy]-3-fluoro-2-methylenecyclohexylidene)ethylidene]-7a-methyl-3,3a,5,6,7,7a-hexahydro-4H-inden-1-yl]-1,1-diethyl-2-hexenyl triethylsilyl ether; ([(1S,5S)-3-[(Z)-2-((3aS,7aS)-1-[(1S,3E)-5-ethyl-1-methyl-5-[(triethylsilyl)oxy]-3-heptenyl]-7a-methyl-3,3a,5,6,7,7a-hexahydro-4H-inden-4-ylidene)ethylidene]-5-fluoro-4-methylenecyclohexyl]oxy)(tert-butyl)dimethylsilane | C41H71FO2Si2 | 详情 | 详情 |