新产品编号:2337123
Chemical Name: (1S,2R)-2-[1(S)-Aminopropyl]-1-phenyl-N,N-dipropylcyclopropanecarboxamide
项目整合开发状态: Biological Testing
项目研究机构: Asahi Kasei (Originator)
合成路线:The title compound is synthesized from the optically active lactone (I).Aluminum chloride-catalyzed aminolysis of (I) with dipropylamine affords the hydroxy amide (II).Subsequent Swern oxidation of the alcohol function of (II) leads to aldehyde (III).Addition of ethylmagnesium bromide to aldehyde (III) then stereoselectively provides the (S)-alcohol adduct (IV).Introduction of an azido group in (IV) by using a Mitsunobu-type reaction leads to configuration-retained azide (V).This is finally reduced to the desired amine by catalytic hydrogenation in the presence of Pd/C
📌 参考资料/链接:
参考文献标题:Synthesis of (1S,2R)-1-phenyl-2-[(S)-1-aminopropyl]-N,N-diethylcyclopropanecarboxamide (PPDC) derivatives modified at the carbamoyl moiety as a new class of NMDA receptor antagonists
文献作者:Kazuta,Y.; Tsujita,R.; Ogawa,K.; Hokonohara,T.; Yamashita,K.; Morino,K.; Matsuda,A.; Shuto,S.
参考来源:Bioorg Med Chem 2002,10(6),1777