F4CC-1104

Chemical Name: (?-3-(3,4-Dimethoxyphenyl)-3-(4,5,6,7-tetrafluoro-1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propionic acid methyl ester
CAS No. 179033-27-3
项目整合开发状态: Preclinical
项目研究机构: Massachusetts Institute of Technology (Originator)
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.