PD-166309
Chemical Name: 3-[5-[4-(1,3-Benzodioxol-5-yl)-2-hydroxy-2-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-3-ylmethyl]-2,3-dimethoxyphenoxy]propane-1-sulfonic acid sodium salt
项目整合开发状态: Preclinical
项目研究机构: Pfizer (Originator)
合成路线:Aldol condensation of piperonal (I) with 4-methoxyacetophenone (II) afforded chalcone (III).Subsequent addition of KCN to (III) in the presence of AcOH gave nitrile (IV),which was hydrolyzed in methanol in the presence of p-TsOH to provide ketoester (V).Subsequent base-catalyzed condensation of (V) with aldehyde (VI),followed by cyclization in refluxing AcOH furnished the target butenolide.
📌 参考资料/链接:
参考文献标题:Butenolide endothelin antagonists with improved aqueous solubility
文献作者:Patt,W.C.; Cheng,X.-M.; Repine,J.T.; Lee,C.; Reisdorph,B.R.; Massa,M.A.; Doherty,A.M.; Welch,K.M.; Bryant,J.W.; Flynn,M.A.; Walker,D.M.; Schroeder,R.L.; Haleen,S.J.; Keiser,J.A.
参考来源:J Med Chem 1999,42(12),2162