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【结 构 式】 
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【分子编号】36044 【品名】diethyl 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2-[[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethoxy]methyl]malonate 【CA登记号】 |
【 分 子 式 】C26H24N2O9 【 分 子 量 】508.48464 【元素组成】C 61.42% H 4.76% N 5.51% O 28.32% |
合成路线1
该中间体在本合成路线中的序号：L-(IV)The interaction of 2-chloroethyl chloromethyl ether (I) and the sodium salt of 2-phthalimidomalonate (II) in dimethylformamide afforded the condensation product (III). An amino group was then introduced to the latter compound by means of potassium phthalimide (A), giving (IV). The racemic amino acid (V) could be obtained on removal of the phthalyl groups by treatment with hydrazine. However, the racemic phthalimide compound (IV) could be used directly for resolution through the brucine salt, and the protecting groups were then removed by hydrolysis with 6N hydrochloric acid. The levo-amino acid (V) was finally isolated as the dihydrochloride.
| 【1】 Ru-yun, J.; L-4-Oxalysine dihydrochloride. Drugs Fut 1983, 8, 5, 425. |
| 【2】 Tesser, G.I.; Nivard, R.J.F.; Gruber, M.; The resolutiom of dl-4-oxalysine on experimental hepatittis. Recl Trav Chim Pays-Bas 1962, 81, 713-719. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 27890 | Potassium phthalimide | 1074-82-4 | C8H4KNO2 | 详情 | 详情 |
| L-(IV) | 36044 | diethyl 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2-[[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethoxy]methyl]malonate | C26H24N2O9 | 详情 | 详情 | |
| (I) | 36040 | C15H14NNaO6 | 详情 | 详情 | ||
| (II) | 36041 | 2-chloroethyl chloromethyl ether; 1-chloro-2-(chloromethoxy)ethane | 1462-33-5 | C3H6Cl2O | 详情 | 详情 |
| (III) | 36042 | diethyl 2-[(2-chloroethoxy)methyl]-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)malonate | C18H20ClNO7 | 详情 | 详情 | |
| (IV) | 36043 | diethyl 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2-[[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethoxy]methyl]malonate | C26H24N2O9 | 详情 | 详情 |