NND, CD-349
2-(硝基氧基)丙基3-(硝基氧基)丙基2,6-二甲基-4-(3-硝基苯基)-1,4-二氢-3,5-吡啶二羧酸酯Chemical Name: 3-(2-Nitrooxypropyl) 5-(3-nitrooxypropyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
CAS No. 88594-08-5
项目整合开发状态: Phase II
项目研究机构: Taisho (Originator)
合成路线:By cyclization of 3-nitrobenzaldehyde (I) with 3-nitratopropyl-3-aminocrotonate (II) and 2-nitratopropyl acetoacetate (III) in refluxing benzene.The starting products (II) and (III) are obtained as follows:The reaction of diketene (IV) with 3-bromopropanol (V) by means of sodium acetate at 50 C gives 3-bromopropyl acetoacetate (VI),which by reaction with AgNO3 in refluxing acetonitrile is converted to 3-nitratopropyl acetoacetate (VII).Finally,this compound is treated with NH3 in THF to afford the aminocrotonic ester (II).The reaction of diketene (IV) with 2-chloropropanol (VIII) as before gives 2-chloropropyl acetoacetate (IX),which is treated with AgNO3 as before to yield acetoacetate (III).
📌 参考资料/链接：
参考文献标题:1,4-Dihydropyridine derivs.
文献作者:Hatayama,K.; Sawada,J.; Nakazato,A.; Ogawa,T.; Ito,S.(Taisho Pharmaceutical Co.,Ltd.)
参考来源:EP 0092936; US 4472411
📄 详细内容
合成路线:By cyclization of 3-nitrobenzaldehyde (I) with 3-nitratopropyl-3-aminocrotonate (II) and 2-nitratopropyl acetoacetate (III) in refluxing benzene.The starting products (II) and (III) are obtained as follows:The reaction of diketene (IV) with 3-bromopropanol (V) by means of sodium acetate at 50 C gives 3-bromopropyl acetoacetate (VI),which by reaction with AgNO3 in refluxing acetonitrile is converted to 3-nitratopropyl acetoacetate (VII).Finally,this compound is treated with NH3 in THF to afford the aminocrotonic ester (II).The reaction of diketene (IV) with 2-chloropropanol (VIII) as before gives 2-chloropropyl acetoacetate (IX),which is treated with AgNO3 as before to yield acetoacetate (III).
参考文献标题:CD-349
文献作者:Prous,J.; Castar,J.
参考来源:Drugs Fut 1988,13(7),610
产品链接: CAS No. 88594-08-5››