MR-20492
Chemical Name: (Z)-6-(4-Chlorophenyl)-7-(pyridin-4-ylmethylene)-5,6,7,8-tetrahydroindolizin-8-one
CAS No. 209529-76-0
项目整合开发状态: Preclinical
项目研究机构: CNRS (Originator), Universit?de Caen (Originator)
合成路线:Title compound was prepared by condensation of tetrahydroindolizinone (I) with pyridine-4-carboxyaldehyde (II) under phase transfer conditions using NaOH and tetrabutyl hydrogensulfate in a mixture of H2O and CH2Cl2.
📌 参考资料/链接：
参考文献标题:Design and synthesis of a new type of non steroidal human aromatase inhibitors
文献作者:Sonnet,P.; Guillon,J.; Enguehard,C.; Dallemagne,P.; Bureau,R.; Rault,S.; Auvray,P.; Moslemi,S.; Sourdiane,P.; Galopin,S.; Seralini,G.E.
参考来源:Bioorg Med Chem Lett 1998,8(9),1041
📄 详细内容
合成路线:The cyclization of the amino group of 4-amino-3-(4-chlorophenyl)butyric acid (I) with 2,5-dimethoxytetrahydrofuran (II) by means of AcOH in THF gives the corresponding pyrrole (III),which is cyclized by means of TEA,ClCOOEt,pyrrolidine and POCl3 in toluene yielding the pyrrolopyridone (IV).Finally,this compound is condensed with pyridine-4-carbaldehyde (V) by means of tetrabutylammonium bisulfate and NaOH in water.
合成路线:The cyclization of the amino group of 4-amino-3-(4-chlorophenyl)butyric acid (I) with 2,5-dimethoxytetrahydrofuran (II) by means of AcOH in THF gives the corresponding pyrrole (III),which is cyclized by means of TEA,ClCOOEt,pyrrolidine and POCl3 in toluene yielding the pyrrolopyridone (IV).Finally,this compound is condensed with pyridine-3-carbaldehyde (V) by means of tetrabutylammonium bisulfate and NaOH in water.
参考文献标题:MR 20492 and MR 20494: Two indolizinone derivatives that strongly inhibit human aromatase
文献作者:Auvray,P.; Sourdaine,P.; Moslemi,S.; S閞alini,G.-E.; Sonnet,P.; Enguehard,C.; Guillon,J.; Dallemagne,P.; Bureau,R.; Rault,S.
参考来源:J Steroid Biochem Mol Biol 1999,70(1-3),59
合成路线:Title compound was prepared by condensation of tetrahydroindolizinone (I) with pyridine-4-carboxyaldehyde (II) under phase transfer conditions using NaOH and tetrabutyl hydrogensulfate in a mixture of H2O and CH2Cl2.
合成路线:The cyclization of the amino group of 4-amino-3-(4-chlorophenyl)butyric acid (I) with 2,5-dimethoxytetrahydrofuran (II) by means of AcOH in THF gives the corresponding pyrrole (III),which is cyclized by means of TEA,ClCOOEt,pyrrolidine and POCl3 in toluene yielding the pyrrolopyridone (IV).Finally,this compound is condensed with pyridine-4-carbaldehyde (V) by means of tetrabutylammonium bisulfate and NaOH in water.
参考文献标题:New aromatase inhibitors.Synthesis and biological activity of aryl-substituted pyrrolizine and indolizine derivatives
文献作者:Sonnet,P.; Dallemagne,P.; Guillon,J.; Enguehard,C.; Stiebing,S.; Tanguy,J.; Bureau,R.; Rault,S.; Auvray,P.; Moslemi,S.; Sourdaine,P.; Seralini,G.E.
参考来源:Bioorg Med Chem 2000,8(5),945