PABSA
Chemical Name: (-)-2(R)-(1,3-Benzodioxol-5-yl)-N-(4-isopropylphenylsulfonyl)-2-(6-methyl-2-propylpyridin-3-yloxy)acetamide hydrochloride
CAS No. 188710-94-3, 188669-76-3 (free base)
项目整合开发状态: Preclinical
项目研究机构: Shionogi (Originator)
合成路线:Alkylation of 6-methyl-2-propyl-3-pyridinol (I) with bromoester (II) in the presence of K2CO3 afforded the corresponding ether (III).Subsequent hydrolysis of the ester function of (III) by means of NaOH provided carboxylic acid (IV).This was activated by treatment with 1,1'-carbonyldiimidazole and then condensed with 4-isopropylbenzenesulfonamide (V) to produce the target compound.
📌 参考资料/链接：
参考文献标题:Preparation method of optically active acyl sulfone amides
文献作者:Matsumura,K.; Ishizuka,N.(Shionogi & Co.Ltd.)
参考来源:JP 1998045705
📄 详细内容
合成路线:Alkylation of 6-methyl-2-propyl-3-pyridinol (I) with bromoester (II) in the presence of K2CO3 afforded the corresponding ether (III).Subsequent hydrolysis of the ester function of (III) by means of NaOH provided carboxylic acid (IV).This was activated by treatment with 1,1'-carbonyldiimidazole and then condensed with 4-isopropylbenzenesulfonamide (V) to produce the target compound.
参考文献标题:Synthesis and structure-activity relationships of N-[phenyl-(pyridin-3-yl-oxy)acetyl]-benzenesulfonamide derivatives: Novel orally active ETA receptor antagonists
文献作者:Yamamori,T.; Hayashi,K.; Konoike,T.; Ishizuka,N.; Kanda,Y.; Matsumura,K.; Mihara,S.; Fujimoto,M.; Sakai,K.
参考来源:Symp Med Chem 1997,Abst 1-P-21