Bunitrolol, KO-1366
布诺洛尔Chemical Name: 2-[3-(tert-Butylamino)-2-hydroxypropoxy]benzonitrile
CAS No. 34915-68-9
项目整合开发状态: Biological Testing
项目研究机构:
合成路线:It can be prepared in several different ways:1) By reaction of the 1-(2-cyanophenoxy)-2-hydroxy-3-bromopropane (I) with N,N?di-tert-butylurea (A) in tetralin at 200 C.2) By condensation of the 1-(2-cyanophenoxy)-2-hydroxy-3-bromopropane (I) with dihydropyrane (B) to the corresponding tetrahydropyranyl ether (III),which is condensed with tert-butylamine (C) in benzene to 1-(2-cyanophenoxy)-3-tert-butylaminopropanol-2-tetrahydropyranyl ether (IV) (oxalate,m.p.102-5 C),which is finally hydrolyzed with diluted HCl at 100 C.
合成路线:It can be prepared in several different ways:3) By hydrolysis of 1-(2-cyanophenoxy)-2-hydroxy-3-(N-acetyl-N-tert-butylamino)propane (V) with KOH in refluxing ethanol.4) By heating N,N?di-tert-butyl-N-[(2-hydroxy-3-O-cyanophenoxy)propyl]urea (VI) at 200 C in tetralin.5) By condensation of the 1-(2-cyanophenoxy)-2,3-epoxypropane (II) with tert-butylamine (C) in ethanol.
📌 参考资料/链接:
参考文献标题:Bunitrolol
文献作者:Castar,J.; Chatterjee,S.S.
参考来源:Drugs Fut 1976,1(5),210
📄 详细内容
合成路线:It can be prepared in several different ways:1) By reaction of the 1-(2-cyanophenoxy)-2-hydroxy-3-bromopropane (I) with N,N?di-tert-butylurea (A) in tetralin at 200 C.2) By condensation of the 1-(2-cyanophenoxy)-2-hydroxy-3-bromopropane (I) with dihydropyrane (B) to the corresponding tetrahydropyranyl ether (III),which is condensed with tert-butylamine (C) in benzene to 1-(2-cyanophenoxy)-3-tert-butylaminopropanol-2-tetrahydropyranyl ether (IV) (oxalate,m.p.102-5 C),which is finally hydrolyzed with diluted HCl at 100 C.
合成路线:It can be prepared in several different ways:3) By hydrolysis of 1-(2-cyanophenoxy)-2-hydroxy-3-(N-acetyl-N-tert-butylamino)propane (V) with KOH in refluxing ethanol.4) By heating N,N?di-tert-butyl-N-[(2-hydroxy-3-O-cyanophenoxy)propyl]urea (VI) at 200 C in tetralin.5) By condensation of the 1-(2-cyanophenoxy)-2,3-epoxypropane (II) with tert-butylamine (C) in ethanol.
参考文献标题:
文献作者:Koeppe,H.; et al.(Boehringer Ingelheim GmbH)
参考来源:ZA 6803783
产品链接: CAS No. 34915-68-9››