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【结 构 式】 
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【药物名称】ProVP-16II 【化学名称】[5R-[5alpha,5abeta,8aalpha,9beta(R*)]]-5-[4-(2,3-Dihydroxypropoxycarbonyloxy)-3,5-dimethoxyphenyl]-9-(4,6-O-ethylidene-beta-D-glucopyranosyloxy)-5,5a,6,8,8a,9-hexahydro-2H-furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6-one 【CA登记号】 【 分 子 式 】C33H38O17 【 分 子 量 】706.66061 |
【开发单位】Humboldt-Universität zu Berlin (Originator), Tel Aviv University (Originator) 【药理作用】Chemical Delivery Systems, DRUG DELIVERY, Drug Delivery Systems, ONCOLYTIC DRUGS, Epipodophyllotoxins |
合成路线1
Condensation of etoposide (I) with 2,2-dimethyl-1,3-dioxolan-4-ylmethyl chloroformate (II) provides the carbonate ester (III). Then, acidic hydrolysis of the acetonide group of (III) leads to the target compound.
| 【1】 Wrasidlo, W.; et al.; Synthesis, hydrolytic activation and cytotoxicity of etoposide prodrugs. Bioorg Med Chem Lett 2002, 12, 4, 557. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 13041 | Etoposide; (5R,5aR,8aR,9S)-9-[[(2R,4aR,6R,7R,8R,8aS)-7,8-Dihydroxy-2-methylhexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one | 33419-42-0 | C29H32O13 | 详情 | 详情 |
| (II) | 56226 | 4-{[(chlorocarbonyl)oxy]methyl}-2,2-dimethyl-1,3-dioxolane | C7H11ClO4 | 详情 | 详情 | |
| (III) | 62776 | 4-((5R,5aR,8aR,9S)-9-{[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methylhexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy}-6-oxo-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-2,6-dimethoxyphenyl (2,2-dimethyl-1,3-dioxolan-4-yl)methyl car | C36H42O17 | 详情 | 详情 |
Extended Information