【结 构 式】 |
【分子编号】27592 【品名】isopropyl (3S)-3-(1,3-benzodioxol-5-yl)-3-(6-butyl-2-[2-[(2S)-3-hydroxy-2-methylpropyl]-4-methoxybenzoyl]-3-pyridinyl)propanoate 【CA登记号】 |
【 分 子 式 】C34H41NO7 【 分 子 量 】575.70208 【元素组成】C 70.93% H 7.18% N 2.43% O 19.45% |
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:(XLVII)Alternatively, pyridine ester (XLI) was condensed with the organolithium reagent derived from the silyl-protected intermediate (XXI) to give the corresponding ketone (XLVI). Subsequent desilylation of (XLVI) with HF to (XLVII), followed by base-catalyzed aldol cyclization afforded (XLVIII). Then, the sequence of oxidation to acid (XLIX) with Jones reagent, followed by deoxygenation with SmI2 and basic hydrolysis provided the title diacid.
【1】 Frey, L.F.; Devine, P.N.; Tschaen, D.M.; Dolling, U.H.; Tillyer, R.D.; Kato, Y. (Banyu Pharmaceutical Co., Ltd.; Merck & Co., Inc.); Stereoselective deoxygenation reaction. EP 0923557; JP 1999514676; WO 9806700 . |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(XXI) | 27567 | 4-bromo-3-((2S)-3-[[tert-butyl(dimethyl)silyl]oxy]-2-methylpropyl)phenyl methyl ether | C17H29BrO2Si | 详情 | 详情 | |
(XLI) | 27586 | methyl 3-[(1S)-1-(1,3-benzodioxol-5-yl)-3-isopropoxy-3-oxopropyl]-6-butyl-2-pyridinecarboxylate | C24H29NO6 | 详情 | 详情 | |
(XLVI) | 27591 | isopropyl (3S)-3-(1,3-benzodioxol-5-yl)-3-[6-butyl-2-[2-((2S)-3-[[tert-butyl(dimethyl)silyl]oxy]-2-methylpropyl)-4-methoxybenzoyl]-3-pyridinyl]propanoate | C40H55NO7Si | 详情 | 详情 | |
(XLVII) | 27592 | isopropyl (3S)-3-(1,3-benzodioxol-5-yl)-3-(6-butyl-2-[2-[(2S)-3-hydroxy-2-methylpropyl]-4-methoxybenzoyl]-3-pyridinyl)propanoate | C34H41NO7 | 详情 | 详情 | |
(XLVIII) | 27593 | isopropyl (5S,6R)-5-(1,3-benzodioxol-5-yl)-2-butyl-7-hydroxy-7-[2-[(2S)-3-hydroxy-2-methylpropyl]-4-methoxyphenyl]-6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylate | C34H41NO7 | 详情 | 详情 | |
(XLIX) | 27594 | (2S)-3-[2-[(5S,6R)-5-(1,3-benzodioxol-5-yl)-2-butyl-7-hydroxy-6-(isopropoxycarbonyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yl]-5-methoxyphenyl]-2-methylpropionic acid | C34H39NO8 | 详情 | 详情 |
Extended Information