H10
Chemical Name: 3-(3-Pyridinyl)-1,5a,6,7,8,9-hexahydropyrano[4,3-b][1]benzopyran-1-one
CAS No. 194796-92-4
项目整合开发状态: Biological Testing
项目研究机构: Kansas State University (Originator)
合成路线:Claisen condensation of ethyl acetoacetate (I) with ethyl nicotinate (II) using 2.5 equivalents of LDA produced the corresponding diketoester,which was isolated as the enol form (III).Subsequent cyclization of (III) at 150 C with removal of EtOH under reduced pressure afforded pyrone (IV).This was finally coupled with 1-cyclohexene-carboxaldehyde (V) in the presence of L-proline to give the target pyranochromene.
📌 参考资料/链接：
参考文献标题:Tricyclic and tetracyclic pyrones
文献作者:Perchellet,J.-P.; Hua,D.H.(Kansas State University)
参考来源:US 5958970
📄 详细内容
合成路线:Claisen condensation of ethyl acetoacetate (I) with ethyl nicotinate (II) using 2.5 equivalents of LDA produced the corresponding diketoester,which was isolated as the enol form (III).Subsequent cyclization of (III) at 150 C with removal of EtOH under reduced pressure afforded pyrone (IV).This was finally coupled with 1-cyclohexene-carboxaldehyde (V) in the presence of L-proline to give the target pyranochromene.
合成路线:Claisen condensation of ethyl acetoacetate (I) with ethyl nicotinate (II) using 2.5 equivalents of LDA produced the corresponding diketoester,which was isolated as the enol form (III).Subsequent cyclization of (III) at 150 C with removal of EtOH under reduced pressure afforded pyrone (IV).This was finally coupled with (S)-perillaldehyde (V) in the presence of L-proline to give the target pyranochromene.
参考文献标题:A one-pot condensation of pyrones and enals.Synth
文献作者:Hua,D.H.; et al.
参考来源:J Org Chem 1997,62(20),6888