CL-277082

Chemical Name: N'-(2,4-Difluorophenyl)-N-[4-(2,2-dimethylpropyl)benzyl]-N-heptylurea
CAS No. 96224-26-9
项目整合开发状态: Phase I
项目研究机构: Wyeth Pharmaceuticals (Originator)
合成路线:The reaction of 4-neopentylbenzoic acid (I) with SOCl2 in refluxing dichloromethane gives the corresponding acid chloride (II) ,which is condensed with heptylamine (III) in dichloromethane to yield 4-neopentyl-N-heptylbenzamide (IV).The reduction of (IV) with di(2-methoxyethoxy)sodium aluminum hydride in refluxing toluene affords 4-neopentyl-N-heptylbenzylamine (V),which is finally condensed with 2,4-difluorophenyl isocyanate (VI) in hexane.Compound (II) can also be obtained from neopentylbenzene (VII) and oxalyl chloride in the presence of aluminum chloride.
📌 参考资料/链接:
参考文献标题:Antiatherosclerotic ureas and thioureas
文献作者:De Vries,V.G.(American Cyanamid Co.)
参考来源:BE 0900178; FR 2549473; GB 2149394; US 4623662

📄 详细内容


合成路线:The reaction of 4-neopentylbenzoic acid (I) with SOCl2 in refluxing dichloromethane gives the corresponding acid chloride (II) ,which is condensed with heptylamine (III) in dichloromethane to yield 4-neopentyl-N-heptylbenzamide (IV).The reduction of (IV) with di(2-methoxyethoxy)sodium aluminum hydride in refluxing toluene affords 4-neopentyl-N-heptylbenzylamine (V),which is finally condensed with 2,4-difluorophenyl isocyanate (VI) in hexane.Compound (II) can also be obtained from neopentylbenzene (VII) and oxalyl chloride in the presence of aluminum chloride.

参考文献标题:CL-277082
文献作者:Castar,J.; Prous,J.
参考来源:Drugs Fut 1987,12(6),527


合成路线:The reaction of 4-neopentylbenzoic acid (I) with SOCl2 in refluxing dichloromethane gives the corresponding acid chloride (II) ,which is condensed with heptylamine (III) in dichloromethane to yield 4-neopentyl-N-heptylbenzamide (IV).The reduction of (IV) with di(2-methoxyethoxy)sodium aluminum hydride in refluxing toluene affords 4-neopentyl-N-heptylbenzylamine (V),which is finally condensed with 2,4-difluorophenyl isocyanate (VI) in hexane.Compound (II) can also be obtained from neopentylbenzene (VII) and oxalyl chloride in the presence of aluminum chloride.
参考文献标题:Potential antiatherosclerotic agents.5.And acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
文献作者:De Vries,V.G.; Schaffer,S.A.; Largis,E.E.; Dutia,M.D.; Wang,C.-H.; Bloom,J.D.; Katocs,A.S.Jr.
参考来源:J Med Chem 1986,291131


产品链接: CAS No. 96224-26-9››