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【结 构 式】 
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【分子编号】49887 【品名】exo-7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride; exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride; 7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride 【CA登记号】6118-51-0 |
【 分 子 式 】C8H6O4 【 分 子 量 】166.13324 【元素组成】C 57.84% H 3.64% O 38.52% |
合成路线1
该中间体在本合成路线中的序号：(VIII)Hexachloroplatinic acid (I) was reduced to potassium tetrachloroplatinate (II) using hydrazine. Treatment of (II) with KI produced the tetraiodoplatinate (III), which was converted to the diamino compound (IV) by reaction with isopropylamine. Conversion to the dinitrate (V) was then effected by iodide ion exchange with silver nitrate. Diels-Alder condensation of maleic anhydride (VI) with furan (VII) furnished adduct (VIII), which was further hydrogenated to (IX) using Pd/C. Then, basic hydrolysis of the cyclic anhydride in the presence of the platinum complex (V) afforded the title compound.
| 【1】 Lin, G.; To, K.K.W.; Wang, X.; Han, X.; Au-Yeung, S.C.F.; Ho, Y.-P.; Potential new antitumor agents from an innovative combination of demethylcantharidin, a modified traditional Chinese medicine, with a platinum moiety. J Med Chem 2001, 44, 13, 2065. |
| 【2】 Ho, Y.P.; Au-Yeung, S.C.F.; Jiang, T.; Han, X.; Wang, X.; Lin, G.; Lu, S. (Chinese University of Hong Kong); Synthesis of platinum complexes and uses thereof. WO 9849174 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VI) | 11182 | 2,5-Furandione; Maleic anhydride | 108-31-6 | C4H2O3 | 详情 | 详情 |
| (VII) | 22372 | Furan | 110-00-9 | C4H4O | 详情 | 详情 |
| (VIII) | 49887 | exo-7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride; exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride; 7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride | 6118-51-0 | C8H6O4 | 详情 | 详情 |
| (IX) | 49888 | 4,10-Dioxatricyclo[5.2.1.0(2,6)]decane-3,5-dione | C8H8O4 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(III)The Diels-Alder cycloaddition between maleic anhydride (I) and furan (II) produced adduct (III). Subsequent double-bond hydrogenation in the presence of Pd/C furnished the saturated anhydride (IV).
| 【1】 Lin, G.; To, K.K.W.; Wang, X.; Han, X.; Au-Yeung, S.C.F.; Ho, Y.-P.; Potential new antitumor agents from an innovative combination of demethylcantharidin, a modified traditional Chinese medicine, with a platinum moiety. J Med Chem 2001, 44, 13, 2065. |
| 【2】 Ho, Y.P.; Au-Yeung, S.C.F.; Jiang, T.; Han, X.; Wang, X.; Lin, G.; Lu, S. (Chinese University of Hong Kong); Synthesis of platinum complexes and uses thereof. WO 9849174 . |
| 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) | 11182 | 2,5-Furandione; Maleic anhydride | 108-31-6 | C4H2O3 | 详情 | 详情 |
| (II) | 22372 | Furan | 110-00-9 | C4H4O | 详情 | 详情 |
| (III) | 49887 | exo-7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride; exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride; 7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride | 6118-51-0 | C8H6O4 | 详情 | 详情 |
| (IV) | 49888 | 4,10-Dioxatricyclo[5.2.1.0(2,6)]decane-3,5-dione | C8H8O4 | 详情 | 详情 |