-药物合成数据库

【药物名称】

化学结构式(Chemical Structure):

参考文献No.	703257
标题:	Synthesis and anti-tumor activity of novel combretastatins: combretocyclopentenones and related analogues
作者:	Nam, N.-H.; Kim, Y.; You, Y.-J.; Hong, D.-H.; Kim, H.-M.; Ahn, B.-Z.
来源:	Bioorg Med Chem Lett 2002,12(15),1955

合成路线图解说明: Condensation of 2-bromo-3'-methoxy-4-nitroacetophenone (I) with diethyl malonate affords the phenacylmalonate derivative (II). This is converted into the corresponding magnesium enolate and then acylated by 3,4,5-trimethoxyphenylacetyl chloride (III) to furnish the disubstituted malonate (IV). Intramolecular aldol condensation of diketone (IV) in the presence of Et3N leads to cyclopentenone (V). Subsequent hydrolysis and decarboxylation of the keto diester (V) under acidic conditions produces (VI). Finally, the nitro group of (VI) is reduced by means of zinc dust in AcOH to yield the title compound.

参考文献No.	706607
标题:	Synthesis, cytotoxicity and antitumor activity of 2,3-diarylcyclopent-2-ene-1-ones
作者:	Nam, N.-H.; Kim, Y.; You, Y.-J.; Hong, D.-H.; Kim, H.-M.; Ahn, B.-Z.
来源:	Arch Pharmacal Res 2002,25(5),600

合成路线图解说明: Condensation of 2-bromo-3'-methoxy-4-nitroacetophenone (I) with diethyl malonate affords the phenacylmalonate derivative (II). This is converted into the corresponding magnesium enolate and then acylated by 3,4,5-trimethoxyphenylacetyl chloride (III) to furnish the disubstituted malonate (IV). Intramolecular aldol condensation of diketone (IV) in the presence of Et3N leads to cyclopentenone (V). Subsequent hydrolysis and decarboxylation of the keto diester (V) under acidic conditions produces (VI). Finally, the nitro group of (VI) is reduced by means of zinc dust in AcOH to yield the title compound.