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《Journal of Tianjin University of Technology》 2016-01
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Improved synthesis of trans-4-isopropyl-cyclohexanecarboxylic acid

LIU Qian-wen;WANG Li-mei;LI Jian-fa;School of Chemistry and Chemical Engineering,Tianjin University of Technology;  
Trans-4-isopropyl-cyclohexyl carboxylate acid is an important intermediate of nateglinide which is an antidiabetic drug. In this experiment, trans-4-isopropyl-cyclohexylcarboxyl ate acid was synthesized with β-pinene for synthetic source.Based on the previous research, the reaction conditions of partial reaction are optimized and the reaction mechanism is preliminary speculated. The experimental results show that pinic acid yield in the first step reaction was excellent under the condition that the molar ratio of n(Na OH) : n(KMn O4) : n(β-pinene) = 2.5:1:1 and the reaction time is 5 h, reaching 22.3%. In the second step, the operation was simplified and the yield was improved when the rearrangement reaction of pinic acid was carraied out with p-toluene sulfonyl chloride for dehydrating agent.
【CateGory Index】: R914.5
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【Citations】
Chinese Journal Full-text Database 6 Hits
1 ZHOU Yong(College of Chemistry and Chemical Engineering of Xinxiang College,Xinxiang 453000,China);Improvement of Synthetic Technology of Nateglinide[J];中国药房;2009-19
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5 WANG Dun 1,LIANG Yi heng 2,GONG Ping 1,ZHAO Yan fang 1 (1 School of Pharmaceutical Engineering,Shenyang Pharmaceutical University,Shenyang 110016, China;2 The Institute for Drug Control of Hunan Province,Changsha 410014,China);Synthesis of new nateglinide as a new antidiabetic drug[J];中国药物化学杂志;2002-02
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【Co-citations】
Chinese Journal Full-text Database 10 Hits
1 ZHANG Cui-lan;Department of Endocrinology,Zhuozhou Hospital;;Determination of the related substances in Nateglinide capsules by HPLC[J];安徽医药;2015-12
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8 ZHOU Yong(College of Chemistry and Chemical Engineering of Xinxiang College,Xinxiang 453000,China);Improvement of Synthetic Technology of Nateglinide[J];中国药房;2009-19
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