| 第 46 卷第 3 期 |  | Vol. 46 No. 3 | | 2016 年 6 月 | Jun 2016 |
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所屬欄目：醫藥及中間體
（S）-1-（（4-甲�；交┘谆�-5-氧代四氫吡咯-2-羧酸甲酯的合成 |
| 孫 遜，許永男，張 輝*
（沈陽(yáng)藥科大學(xué) 制藥工程學(xué)院，遼寧 沈陽(yáng) 110016） |
| 摘 要：以對羥甲基苯甲醛和三甲基氯硅烷為原料，在碘化鈉催化作用下對芐位羥基進(jìn)行鹵代，鹵化產(chǎn)物與L-谷氨酸二甲酯鹽酸鹽在碳酸鉀作為縛酸劑條件下環(huán)化，得到目標產(chǎn)物（S）-1-（（4-甲�；交┘谆�-5-氧代四氫吡咯-2-羧酸甲酯�？疾炝宋锪吓浔�、反應溫度等不同因素對反應的影響。優(yōu)化條件下反應總收率為57.5%。目標化合物結構經(jīng)1H NMR、13C NMR、GC-MS確證。 |
| 關(guān)鍵詞：鹵代；L-谷氨酸二甲酯鹽酸鹽；環(huán)化 |
| 中圖分類(lèi)號：TQ254.2+4 文獻標識碼：A 文章編號：1009-9212（2016）03-0042-03 |
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| Synthesis of (S)-1-((4-Formylphenyl)methyl)-5-oxo- pyrrolidine-2-carboxylate |
| SUN Xun, XU Yong-nan, ZHANG Hui*
(College of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, China) |
| Abstract：(S)-1-((4-Formylphenyl)methyl)-5-oxopyrrolidine-2-carboxylate was obtained using p-hydroxylbenz-aldehyde 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, 13C NMR and GC-MS. |
| Key words：halogenation; dimethyl l-glutamate hydrochloride; cyclization |
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作者簡(jiǎn)介：孫 遜（1990-），男，遼寧鐵嶺人，碩士研究生，主要從事藥物化學(xué)與有機化學(xué)研究。
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聯(lián) 系 人： 張輝，副教授，碩士生導師，主要從事藥物化學(xué)與有機化學(xué)研究（E-mail：zh19683@163.com）。
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收稿日期： 2016-04-2
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