【结 构 式】 |
【分子编号】12066 【品名】Cyclobutane-1,1-dicarboxylic acid platinum salt 【CA登记号】 |
【 分 子 式 】C6H6O4Pt 【 分 子 量 】337.19124 【元素组成】C 21.37% H 1.79% O 18.98% Pt 57.85% |
合成路线1
该中间体在本合成路线中的序号:(IX)Enloplatin can be obtained by two related ways: 1) The cyclization of 2,2'-dichloroethylether (I) with malonodinitrile (II) by means of K2CO3 in refluxing acetonitrile gives tetrahydropyran-4,4-dicarbonitrile (III), which is reduced with BH3 in THF yielding tetrahydropyran-4,4-dimethamine (IV). The reaction of (IV) with potassium tetrachloroplatinate (V) affords dichloro(tetrahydropyran-4,4-dimethanamine-N,N')platinum(II) (VI), which is finally condensed with cyclobutane-1,1-dicarboxylic acid silver salt (VIII) in water. 2) The reaction of potassium tetrachloroplatinate (V) with DMSO gives dichloro-bis(dimethylsulfoxide)platinum(II) (VII), which is condensed with silver salt (VIII) to afford (1,1-cyclobutane-dicarboxylato-O,O')bis(dimethylsulfoxide)platinum(II) (IX), which is finally treated with diamine (IV) as before.
【1】 Child, R.G.; Bitha, P.; Hlavka, J.J.; Lin, Y. (American Cyanamid Co.); (Gem-heterocyclodimethanamine-N,N')platinum complexes. EP 0232784; US 4880790 . |
【2】 Bitha, P.; Hlavka, J.J.; Lin, Y. (American Cyanamid Co.); Synthesis of cisplatinum analogs. EP 0296321 . |
【3】 Carvajal, S.G.; Citarella, R.V.; Bitha, P.; et al.; Water-soluble third generation antitumor Pt complexes, [2,2-bis(aminomethyl)-1,3-propanediol-N,N']- [1,1-cyclobutanedicarboxylato(2-)-O,O']Pt(II) and [1,1-cyclobutanedicarboxylato(2-)-O,O']-[tetrahydro-4H-pyran-4,4-dimethanamine-N,N']Pt(II). J Med Chem 1989, 32, 8, 2015. |
【4】 Castaner, J.; Prous, J.; Enloplatin. Drugs Fut 1992, 17, 6, 459. |
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) | 12060 | Bis(2-chloroethyl) ether; 1-Chloro-2-(2-chloroethoxy)ethane; 2,2'-Dichlorodiethyl ether | 111-44-4 | C4H8Cl2O | 详情 | 详情 |
(II) | 12061 | Malononitrile | 109-77-3 | C3H2N2 | 详情 | 详情 |
(III) | 12062 | Tetrahydro-4H-pyran-4,4-dicarbonitrile | C7H8N2O | 详情 | 详情 | |
(IV) | 12063 | [4-(Aminomethyl)tetrahydro-2H-pyran-4-yl]methanamine; [4-(Aminomethyl)tetrahydro-2H-pyran-4-yl]methylamine | C7H16N2O | 详情 | 详情 | |
(V) | 51693 | dipotassium tetrachloroplatinate(2-);potassium tetrachloroplatinate(II);potassium tetrachloroplatinate | 10025-99-7 | Cl4K2Pt | 详情 | 详情 |
(VI) | 12064 | 4,4-Bis(aminomethyl)tetrahydropyran dichloro platinum complex | C7H16Cl2N2OPt | 详情 | 详情 | |
(VII) | 61657 | dichloroplatinum | Cl2Pt | 详情 | 详情 | |
(VIII) | 12065 | Bis(dimethylsulfoxide-S,S')dichloroplatinum | C6H6Ag2O4 | 详情 | 详情 | |
(IX) | 12066 | Cyclobutane-1,1-dicarboxylic acid platinum salt | C6H6O4Pt | 详情 | 详情 |