新产品编号:2237457
Chemical Name: 6-O-(Piperidin-3-ylcarbonyl)-L-ascorbic acid
项目整合开发状态: Preclinical
项目研究机构: Medical College of Georgia (Originator), Universit?di Ferrara (Originator)
合成路线:Condensation between N-Boc-nipecotic acid (I) and 2,3-di-O-benzyl ascorbic acid (II) using DCC in the presence of DMAP leads to ester (III).Subsequent removal of the N-Boc group of (III) with trifluoroacetic acid gives the N-deprotected nipecotate (IV).This is finally debenzylated by catalytic hydrogenolysis over Pd/C to furnish the title compound.
📌 参考资料/链接：
参考文献标题:Prodrugs derivs.of the ascorbic acid suitable to the passage of the hematoencephalic barrier
文献作者:Manfredini,S.(Universit?di Ferrara)
参考来源:WO 0270499
📄 详细内容
合成路线:Condensation between N-Boc-nipecotic acid (I) and 2,3-di-O-benzyl ascorbic acid (II) using DCC in the presence of DMAP leads to ester (III).Subsequent removal of the N-Boc group of (III) with trifluoroacetic acid gives the N-deprotected nipecotate (IV).This is finally debenzylated by catalytic hydrogenolysis over Pd/C to furnish the title compound.
参考文献标题:Design,synthesis and activity of ascorbic acid prodrugs of nipecotic,kynurenic and diclophenamic acids,liable to increase neurotropic activity
文献作者:Manfredini,S.; Pavan,B.; Vertuani,S.; Scaglianti,M.; Compagnone,D.; Biondi,C.; Scatturin,A.; Tanganelli,S.; Ferraro,L.; Prasad,P.; Dalpiaz,A.
参考来源:J Med Chem 2002,45(3),559