| 第 45 卷第 6 期 |  | Vol. 45 No. 6 | | 2015 年 12 月 | Dec 2015 |
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所屬欄目：醫藥及中間體
莽草酸中間體-3，4-異亞丙基莽草酸內酯的合成 |
| 歐陽(yáng)紅霞1，占弋豐2，丁永紅1*
（1. 南昌大學(xué) 撫州醫學(xué)院，江西 撫州 344000；2. 南昌大學(xué) 化學(xué)系，江西 南昌 330031） |
| 摘 要：以D-（-）-奎尼酸為原料，丙酮為保護劑，將順式鄰二羥基轉化成縮酮得到3，4-異亞丙基奎尼酸內酯，再將3，4-異亞丙基奎尼酸內酯1位羥基區域選擇性脫水得到3，4-異亞丙基莽草酸內酯。探討了不同保護劑，催化劑、反應時(shí)間對縮酮收率的影響。優(yōu)化工藝條件為：丙酮為保護劑，對甲苯磺酸作催化劑，反應時(shí)間為4 h。2步反應總收率為33%。 |
| 關(guān)鍵詞：奎尼酸；縮酮；脫水；莽草酸內酯 |
| 中圖分類(lèi)號：TQ235 文獻標識碼：A 文章編號：1009-9212（2015）06-0042-03 |
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| Synthesis of Shikimic Acid Intermediates-3,4-isopropylidene Shikimic Acid Lactone |
| OUYANG, Hong-xia1, ZHAN Yi-feng2, DING Yong-hong1*
(1. Fuzhou Medical college of Nanchang University, Fuzhou 344000, China; 2. Department of Chemistry, Nanchang University, Nanchang 330031, China） |
| Abstract：3,4-Isopropylidene shikimic acid lactone was synthesized using D-(-)-quinic acid as the starting material via ketol reaction followed by selective dehydration of 1-hydroxyl Groups. Effects of different protective agents on adjacent hydroxyl groups, catalysts and reaction time on the ketol reaction were investigated. The results showed that the optimum parameters were as following: acetone as protective agent, p-toluene sulfonic acid as catalyst, reaction time of 4 h were. The total yield was of 33%. |
| Key words：quinic acid; ketol; dehydration; shikimic acid lactone |
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作者簡(jiǎn)介：歐陽(yáng)紅霞（1983-），女，江西吉安人，碩士，講師，主要從事藥物及中間體的合成（Email：hongxiaoy83@163.com）。
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聯(lián) 系 人：丁永紅，副教授，主要從事藥物及中間體的合成。
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收稿日期： 2015-11-2
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