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【结 构 式】 
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【药物名称】F4CC-1104 【化学名称】(±)-3-(3,4-Dimethoxyphenyl)-3-(4,5,6,7-tetrafluoro-1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propionic acid methyl ester 【CA登记号】179033-27-3 【 分 子 式 】C20H15F4NO6 【 分 子 量 】441.33925 |
【开发单位】Massachusetts Institute of Technology (Originator) 【药理作用】PHARMACOLOGICAL TOOLS, Phosphodiesterase IV Inhibitors, TNF-alpha Antagonists |
合成路线1
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.
| 【1】 Muller, G.W.; Shire, M.G.; Wong, L.M.; Corral, L.G.; Patterson, R.T.; Chen, Y.; Stirling, D.I.; Thalidomide analogs and PDE4 inhibition. Bioorg Med Chem Lett 1998, 8, 19, 2669. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 18304 | 3,4-Dimethoxybenzaldehyde; Veratraldehyde | 120-14-9 | C9H10O3 | 详情 | 详情 |
| (III) | 18306 | 3-(3,4-dimethoxyphenyl)-beta-alanine | C11H15NO4 | 详情 | 详情 | |
| (IV) | 18307 | methyl 3-amino-3-(3,4-dimethoxyphenyl)propanoate hydrochloride | C12H18ClNO4 | 详情 | 详情 | |
| (V) | 18308 | 4,5,6,7-tetrafluoro-2-benzofuran-1,3-dione; Tetrafluorophthalic anhydride | 652-12-0 | C8F4O3 | 详情 | 详情 |
Extended Information