新产品编号:1337299
Chemical Name: (3R,4R,5'S)-5'-Methylspiro[1-azabicyclo[2.2.1]octane-3,2'-tetrahydrofuran]-4'-one
项目整合开发状态: Biological Testing
项目研究机构: AstraZeneca (Originator)
合成路线:The Horner-Emmons reaction of 1-azabicyclo[2.2.1]heptan-3-one (I) with triethyl phosphonoacetate (II) gave conjugated ester (III).Subsequent Michael addition of the oxyanion of ethyl (S)-lactate (IV),generated in the presence of NaH in DMF,with concomitant Dieckmann cyclization,produced ketoester (V).Then,hydrolysis and decarboxylation in boiling 1 N HCl,followed by separation of the syn and anti isomers,yielded the title compound.
📌 参考资料/链接:
参考文献标题:Synthesis and modeling studies of a potent conformationally rigid muscarinic agonist: 1-Azabicyclo[2.2.1]heptanespirofuranone
文献作者:Wu,E.S.C.; Kover,A.; Semus,S.F.
参考来源:J Med Chem 1998,41(22),4181