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【结 构 式】 
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【分子编号】13818 【品名】(1R,3aS,4S,5R,6aS)-5-[[tert-butyl(dimethyl)silyl]oxy]-4-((E,3S)-3-[[tert-butyl(dimethyl)silyl]oxy]-1-octenyl)-2-methyleneoctahydro-1-pentalenyl acetate 【CA登记号】 |
【 分 子 式 】C31H58O4Si2 【 分 子 量 】550.97012 【元素组成】C 67.58% H 10.61% O 11.62% Si 10.19% |
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：(XCIV)11) The alkylation of the exocyclic methylene double bond of the fully protected bicyclic triol (XCIV) with 4,4-bis(phenylsulfonyl)butyric acid methyl ester (XCV) by means of NaH and catalyzed by a palladium complex gives (XCVI), which is desulfonated by treatment with magnesium in dry methanol to yield the bisilylated clinprost (XCIII). Finally, this compound is desilylated with TBAF as usual.
| 【1】 Graul, A.; Leeson, P.; Castaner, J.; Clinprost. Drugs Fut 1997, 22, 6, 608. |
| 【2】 Hari, A.; Tanaka, T.; Okamura, N.; Sakauchi, K. (Teijin Ltd.); Isocarbacyclin derivs. and their preparation. JP 1988303962 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XCIII) | 13817 | methyl 5-[(3aS,5R,6S,6aS)-5-[[tert-butyl(dimethyl)silyl]oxy]-6-((E,3S)-3-[[tert-butyl(dimethyl)silyl]oxy]-1-octenyl)-1,3a,4,5,6,6a-hexahydro-2-pentalenyl]pentanoate | C34H64O4Si2 | 详情 | 详情 | |
| (XCIV) | 13818 | (1R,3aS,4S,5R,6aS)-5-[[tert-butyl(dimethyl)silyl]oxy]-4-((E,3S)-3-[[tert-butyl(dimethyl)silyl]oxy]-1-octenyl)-2-methyleneoctahydro-1-pentalenyl acetate | C31H58O4Si2 | 详情 | 详情 | |
| (XCV) | 13819 | methyl 4,4-bis(phenylsulfonyl)butanoate | C17H18O6S2 | 详情 | 详情 | |
| (XCVI) | 13820 | methyl 5-[(3aS,5R,6S,6aS)-5-[[tert-butyl(dimethyl)silyl]oxy]-6-((E,3S)-3-[[tert-butyl(dimethyl)silyl]oxy]-1-octenyl)-1,3a,4,5,6,6a-hexahydro-2-pentalenyl]-4,4-bis(phenylsulfonyl)pentanoate | C46H72O8S2Si2 | 详情 | 详情 |
Extended Information