新产品编号:217243
Chemical Name: N-Ethyl-4-[6-methoxy-2,3-dihydro-1H-inden-1(R)-yl]piperazine-1-carboxamide
CAS No. 189254-14-6
项目整合开发状态: Preclinical
项目研究机构: Bristol-Myers Squibb (Originator)
合成路线:Reductive amination of 6-methoxy-1-indanone (I) with piperazine (II) in the presence of titanium isopropoxide and NaBH4 furnishes the indanyl piperazine (III).Racemic amine (III) is then resolved employing (S)-10-camphorsulfonic acid to provide the (R)-enantiomer (IV).Condensation of the optically active piperazine (IV) with ethyl isocyanate then affords the target urea (1-3).
📌 参考资料/链接：
参考文献标题:Novel melatonergic indanyl piperazines or homopiperazines
文献作者:Mattson,R.J.; Sloan,C.P.; Catt,J.D.(Bristol-Myers Squibb Co.)
参考来源:CA 2175395; EP 0745597
📄 详细内容
合成路线:Reductive amination of 6-methoxy-1-indanone (I) with piperazine (II) in the presence of titanium isopropoxide and NaBH4 furnishes the indanyl piperazine (III).Racemic amine (III) is then resolved employing (S)-10-camphorsulfonic acid to provide the (R)-enantiomer (IV).Condensation of the optically active piperazine (IV) with ethyl isocyanate then affords the target urea (1-3).
参考文献标题:Melatonergic indanyl piperazines
文献作者:Mattson,R.J.; Catt,J.D.(Bristol-Myers Squibb Co.)
参考来源:US 5780470
合成路线:Reductive amination of 6-methoxy-1-indanone (I) with piperazine (II) in the presence of titanium isopropoxide and NaBH4 furnishes the indanyl piperazine (III).Racemic amine (III) is then resolved employing (S)-10-camphorsulfonic acid to provide the (R)-enantiomer (IV).Condensation of the optically active piperazine (IV) with ethyl isocyanate then affords the target urea (1-3).
参考文献标题:Indanyl piperazines as melatonergic MT2 selective agents
文献作者:Mattson,R.J.; Catt,J.D.; Keavy,D.; Sloan,C.P.; Epperson,J.; Gao,Q.; Hodges,D.B.; Iben,L.; Mahle,C.D.; Ryan,E.; Yocca,F.D.
参考来源:Bioorg Med Chem Lett 2003,13(6),1199