(S)-1-((4-甲酰基苯基)甲基)-5-氧代四氢吡咯-2-羧酸甲酯的合成

Synthesis of(S)-1-((4-Formylphenyl)methyl)-5-oxo- pyrrolidine-2-carboxylate

以对羟甲基苯甲醛和三甲基氯硅烷为原料,在碘化钠催化作用下对苄位羟基进行卤代,卤化产物与L-谷氨酸二甲酯盐酸盐在碳酸钾作为缚酸剂条件下环化,得到目标产物(S)-1-((4-甲酰基苯基)甲基)-5-氧代四氢吡咯-2-羧酸甲酯。考察了物料配比、反应温度等不同因素对反应的影响。优化条件下反应总收率为57.5%。目标化合物结构经~1HNMR、^(13)C NMR、GC-MS确证。

（S）-1-（（4-Formylphenyl）methyl）-5-oxopyrrolidine-2-carboxylate was obtained using p-hydroxylbenzaldehyde as the starting material. The typical process included the hydroxyl group on p-hydroxylbenzaldehyde was halogenated using sodium iodide and TMSC; dimethyl L-glutamate hydrochloride was added to displace the halogen by adding anhydrous potassium carbonate as acid binding agent; cyclization by adding acetic acid, the crude product was further purified by silica gel column chromatography. The main influence factors including the ratio of materials, the temperature of reaction were evaluated. The total yield of the reaction is 57.5%. The structure of this target compound was also characterized using-1H NMR,-（13）C NMR and GC-MS.