【药物名称】D-17446
化学结构式(Chemical Structure):
参考文献No.151578
标题:D-17446
作者:Sch鰊enberger, H.; Hollstein, M.; Gust, R.; Reile, H.; Spruss, T.; Lux, F.; Koch, M.; Engel, J.; Bernhardt, G.
来源:Drugs Fut 1991,16(10),899
合成路线图解说明:

The racemic dichloroplatinum(II) complex D-17446 and its meso configurated diastereoisomer were synthesized according to Scheme 1 by reacting K2PtCl4 with (D,L)- and meso-1,2-bis(4-fluorophenyl)ethylenediamine in water at pH 5.5-6.5 at temperatures below 60 C. Complexation with K2PtI4 led to the diiodoplatinum(II) complexes. The corresponding sulfatoplatinum(II) complexes were obtained by addition of Ag2SO4 to the aqueous suspensions of the diiodoplatinum(II) complexes. The diastereoisomeric 1,2-bis(4-fluorophenyl)ethylenediamines were synthesized according to the method described by V鰃tle and Goldschmitt . Meso-1,2-bis(4-fluorophenyl)ethylenediamine was obtained from 4-fluorobenzaldehyde and meso-(2-hydroxyphenyl)ethylenediamine by a stereospecific meso-meso diaza-Cope-rearrangement reaction and subsequent hydrolysis of the product with H2SO4. The racemic compound was synthesized by meso-D,L stereoisomerization of N,N'-bis(4-fluorobenzylidene)-meso-1,2-bis(4-fluorophenyl) ethylenediamine at temperatures below 200 C followed by hydrolysis with H2SO4. Separation of the diastereoisomers was carried out by fractional crystallization of the dihydrosulfates yielding the less water soluble D,L-diamine.

参考文献No.802228
标题:The diaza-Cope-rearrangement
作者:V鰃tle, F.; Goldschmitt, F.
来源:Chem Berlin 1976,1091
合成路线图解说明:

The racemic dichloroplatinum(II) complex D-17446 and its meso configurated diastereoisomer were synthesized according to Scheme 1 by reacting K2PtCl4 with (D,L)- and meso-1,2-bis(4-fluorophenyl)ethylenediamine in water at pH 5.5-6.5 at temperatures below 60 C. Complexation with K2PtI4 led to the diiodoplatinum(II) complexes. The corresponding sulfatoplatinum(II) complexes were obtained by addition of Ag2SO4 to the aqueous suspensions of the diiodoplatinum(II) complexes. The diastereoisomeric 1,2-bis(4-fluorophenyl)ethylenediamines were synthesized according to the method described by V鰃tle and Goldschmitt . Meso-1,2-bis(4-fluorophenyl)ethylenediamine was obtained from 4-fluorobenzaldehyde and meso-(2-hydroxyphenyl)ethylenediamine by a stereospecific meso-meso diaza-Cope-rearrangement reaction and subsequent hydrolysis of the product with H2SO4. The racemic compound was synthesized by meso-D,L stereoisomerization of N,N'-bis(4-fluorobenzylidene)-meso-1,2-bis(4-fluorophenyl) ethylenediamine at temperatures below 200 C followed by hydrolysis with H2SO4. Separation of the diastereoisomers was carried out by fractional crystallization of the dihydrosulfates yielding the less water soluble D,L-diamine.

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