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【结 构 式】

【分子编号】13820

【品名】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

【CA登记号】

【 分 子 式 】C46H72O8S2Si2

【 分 子 量 】873.37588

【元素组成】C 63.26% H 8.31% O 14.66% S 7.34% Si 6.43%

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:(XCVI)

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
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