新产品编号:932307
Chemical Name: 2-(4-Hydroxy-3-methoxy-5-methylphenyl)-2-(pyridin-3-ylamino)ethylphosphonic acid diethyl ester
CAS No. 420111-16-6
项目整合开发状态: Preclinical
项目研究机构: GlaxoSmithKline (Originator), Ilex Oncology (Originator)
合成路线:The condensation between 4-hydroxy-3-methoxy-5-methylbenzaldehyde (I) and 3-aminopyridine (II) yields the corresponding benzalimine (III).The phenolic hydroxyl group of (III) is then protected as the silyl ether (IV) by using t-butyldimethylsilyl chloride and imidazole.Condensation of imine (IV) with the lithium derivative of diethyl methylphosphonate (V) affords the beta-amino phosphonate (VI).Finally,desilylation of (VI) with tetrabutylammonium fluoride and acetic acid provides the target phenol.
📌 参考资料/链接：
参考文献标题:beta-Substd.beta-aminoethyl phosphonates
文献作者:Ife,R.J.; Nguyen,L.M.; Bentzen,C.L.; Diep,V.V.; Azoulay,R.; Phan,H.T.; Niesor,E.J.(Ilex Oncology Research-Europe SA)
参考来源:US 2002111488; WO 0234756
📄 详细内容
合成路线:The condensation between 4-hydroxy-3-methoxy-5-methylbenzaldehyde (I) and 3-aminopyridine (II) yields the corresponding benzalimine (III).The phenolic hydroxyl group of (III) is then protected as the silyl ether (IV) by using t-butyldimethylsilyl chloride and imidazole.Condensation of imine (IV) with the lithium derivative of diethyl methylphosphonate (V) affords the beta-amino phosphonate (VI).Finally,desilylation of (VI) with tetrabutylammonium fluoride and acetic acid provides the target phenol.
参考文献标题:Synthesis of a new series of compounds with lipoprotein(a)-lowering activity,Part 3: beta-Substituted-beta-amino-ethylphosphonates
文献作者:Phan,H.T.; et al.
参考来源:Drugs Fut 2002,27(Suppl.A),