合成路线:Condensation of 3,4-dimethoxybenzaldehyde (I) with malonic acid (II) in the presence of ammonium acetate afforded 3-amino-arylpropionic acid (III),which was esterified with MeOH and SOCl2 to give (IV).Finally,condensation with tetrafluorophthalic anhydride (V) in refluxing AcOH provided the target phthalimide.
合成路线:Condensation of veratraldehyde (I) with malonic acid and ammonium acetate in refluxing EtOH afforded 3-amino-3-(3,4-dimethoxyphenyl)propionic acid (II).The N-phthaloyl group was introduced in (II) by treatment with N-carbethoxyphthalimide (III) in the presence of Na2CO3.The resulting phthalimido acid (IV) was converted to the title amide via activation with carbonyl diimidazole,followed by treatment with ammonium hydroxide.
参考文献标题:Thalidomide analogs and PDE4 inhibition
文献作者:Muller,G.W.; Shire,M.G.; Wong,L.M.; Corral,L.G.; Patterson,R.T.; Chen,Y.; Stirling,D.I.
参考来源:Bioorg Med Chem Lett 1998,8(19),2669
合成路线:Condensation of veratraldehyde (I) with malonic acid and ammonium acetate in refluxing EtOH afforded 3-amino-3-(3,4-dimethoxyphenyl)propionic acid (II).The N-phthaloyl group was introduced in (II) by treatment with N-carbethoxyphthalimide (III) in the presence of Na2CO3.The resulting phthalimido acid (IV) was converted to the title amide via activation with carbonyl diimidazole,followed by treatment with ammonium hydroxide.
参考文献标题:Structural modifications of thalidomide produce analogs with enhanced tumor necrosis factor inhibitory activity
文献作者:Muller,G.W.; Corral,L.G.; Shire,M.G.; Wang,H.; Moreira,A.; Kaplan,G.; Stirling,D.I.
参考来源:J Med Chem 1996,39(17),3238
合成路线:Condensation of veratraldehyde (I) with malonic acid and ammonium acetate in refluxing EtOH afforded 3-amino-3-(3,4-dimethoxyphenyl)propionic acid (II).The N-phthaloyl group was introduced in (II) by treatment with N-carbethoxyphthalimide (III) in the presence of Na2CO3.The resulting phthalimido acid (IV) was converted to the title amide via activation with carbonyl diimidazole,followed by treatment with ammonium hydroxide.
参考文献标题:Effects of thalidomide and 3-phthalimido-3-(3,4-dimethoxyphenyl)-propanamide on bile duct obstruction-induced cirrhosis in the rat
文献作者:Fernandez-Martinez,E.; et al.
参考来源:Drug Dev Res 2001,54(4),209
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