新产品编号:555791
Chemical Name: 1-(Cyclohexylmethoxy)-3-(1H-imidazol-4-yl)propane-2(S)-amine dihydrochloride
CAS No. 223117-94-0
项目整合开发状态: Biological Testing
项目研究机构: University of Kuopio (Originator)
合成路线:L-Histidine methyl ester (I) was protected as the bis(tritylated) derivative (II) upon treatment with triphenylmethyl chloride and Et3N.Reduction of the ester function of (III) with LiAlH4 afforded alcohol (III),which was coupled with cyclohexylmethyl bromide (IV) in the presence of NaH in DMF,yielding the cyclohexylmethyl ether (V).Finally,cleavage of the trityl protecting groups of (V) with HCl in THF provided the title compound as the dihydrochloride salt.
📌 参考资料/链接：
参考文献标题:Synthesis and in vitro pharmacology of a series of new chiral histamine H3-receptor ligands: 2-(R and S)-amino-3-(1H-imidazol-4(5)-yl)propyl ether derivatives
文献作者:Kovalainen,J.T.; Christiaans,J.A.; Kotisaari,S.; Laitinen,J.T.; Mannisto,P.T.; Tuomisto,L.; Gynther,J.
参考来源:J Med Chem 1999,42(7),1193
📄 详细内容
合成路线:L-Histidine methyl ester (I) was protected as the bis(tritylated) derivative (II) upon treatment with triphenylmethyl chloride and Et3N.Reduction of the ester function of (III) with LiAlH4 afforded alcohol (III),which was coupled with cyclohexylmethyl bromide (IV) in the presence of NaH in DMF,yielding the cyclohexylmethyl ether (V).Finally,cleavage of the trityl protecting groups of (V) with HCl in THF provided the title compound as the dihydrochloride salt.
参考文献标题:Investigation of the stereospecificity of the histamine H3-receptor with a series of new enantiomeric ligands
文献作者:Kovalainen,J.T.; et al.
参考来源:15th European Federation for Medicinal Chemistry International Symposium on Medicinal Chemistry (Sept 6 1998,Edinburgh) 1998,Abst P.34