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【结 构 式】

【分子编号】12069

【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%

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:(IV)

Zeniplatin can be obtained by two related ways: 1) The reaction of dimethylsulfoxide with potassium tetrachloroplatinate (I) gives bis(dimethylsulfoxide-S,S')dichloroplatinum (II), which is then condensed with silver cyclobutane-1,1-dicarboxylate (III) in water to yield bis(dimethylsulfoxide-S,S')(1,1-cyclobutanedicarboxylato-O,O')platinum (IV). Finally, this compound is treated with 2,2-bis(aminomethyl)-1,3-propanediol (V) in refluxing water. 2) The reaction of potassium tetrachloroplatinate (I) with diamine (V) in water gives [2,2-bis(aminomethyl)-1,3-propanediol-N,N']dichloroplatinum (IV), which is treated with the silver salt (III) as before. The diamine (V) is prepared by reaction of 2,2-bis(bromomethyl)-1,3-propanediol (VII) with sodium azide in hot DMF to give 2,2-bis(azidomethyl)-1,3-propanediol (VIII), which is then reduced with hydrogen over Pt.

1 Grassing Child, R.; Bitha, P.; Hlavka, J.J.; Lin, Y. (Zyma); [2,2-Bis(aminomethyl)-1,3-propanediol-N,N']platinum complexes. AU 8432572; EP 0140830; ES 8802308; GB 2145720; JP 1985149581; US 4665202 .
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 Prous, J.; Castaner, J.; Zeniplatin. Drugs Fut 1992, 17, 6, 471.
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) 51693 dipotassium tetrachloroplatinate(2-);potassium tetrachloroplatinate(II);potassium tetrachloroplatinate 10025-99-7 Cl4K2Pt 详情 详情
(II) 61657 dichloroplatinum Cl2Pt 详情 详情
(III) 12065 Bis(dimethylsulfoxide-S,S')dichloroplatinum C6H6Ag2O4 详情 详情
(IV) 12069 Cyclobutane-1,1-dicarboxylic acid platinum salt C6H6O4Pt 详情 详情
(V) 12070 2,2-Bis(aminomethyl)-1,3-propanediol C5H14N2O2 详情 详情
(VI) 12071 2,2-Bis(hydroxymethyl)propane-1,3-diamine dichloro platinum complex C5H14Cl2N2O2Pt 详情 详情
(VII) 12072 Dibromoneopentyl glycol; 2,2-Bis(bromomethyl)-1,3-propanediol 3296-90-0 C5H10Br2O2 详情 详情
(VIII) 12073 2,2-Bis(azidomethyl)-1,3-propanediol C5H10N6O2 详情 详情
Extended Information