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Study on Synthesis of Solanesol

Author: HuangJianPing
Tutor: ZhangZhaoGui;ChenFenEr
School: Nanchang University
Course: Organic Chemistry
Keywords: Solanesol 3 - methyl - 2 - butene - 1 - ol Geraniol Oxidation
CLC: TQ463.23
Type: Master's thesis
Year: 2006
Downloads: 187
Quote: 3
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Abstract


Solanesol ( solanesol ) ( 1 ) has a strong anti - biological activity and anti-bacterial anti-inflammatory effect , is the new synthesis prevention and treatment of cardiovascular diseases , anti-cancer , anti-ulcer drug intermediates , mainly used for the synthesis of coenzyme Q 10 < / sub > , the vitamin K 2 , anticancer synergist SDB . Solanesol extracted from tobacco , the paper mainly discusses the solanesol chemical synthesis method , aims to be able to find a production method of preparation of high purity solanesol . This paper focuses on an important intermediate in the synthesis of solanesol : trans-3 - methyl-4 - hydroxy- 2 - butene benzyl ether (2) , trans-3 - methyl-4 - bromo -2 - the butene - benzyl ether ( 3 ) , ( E , E ) -3,7 - dimethyl-8 - hydroxy-2 ,6 - octadiene -1 - ol acetate ( 4 ) , ( E , E ) -3,7 - dimethyl-8 - bromo-2 ,6 - the octadiene -1 - ol acetate (5)] new Method for Synthesis and the solanesol final synthesis. The paper is divided into the following five parts: The first part of the literature review, an overview of the of solanesol nature , application , industrial production and its market prospects . The second part of the analysis the solanesol inverse synthetic method , designed one suitable for the synthesis of solanesol synthetic route and its important intermediates line . The third part of the important intermediates Synthesis of [ Trans - 3 - methyl -4 - hydroxy- ( bromo, chloro ) -2 - butene- acetyl group ( benzyl , 2,3 - dihydro- pyran - yl ) ether ] the new method , to find a suitable industrial production Preparation of trans -3 - methyl-4 - hydroxy - (bromomethyl ) -2 - butene- benzyl ether method . The fourth part of an important intermediate [ ( E , E ) -3,7 - dimethyl-8 - hydroxy-2 ,6 - octadiene -1 - ol acetate , ( E , E ) -3 , 7 - dimethyl-8 - bromo-2 ,6 - octadiene -1 - acetate ] synthesis of new methods to find one suitable for industrial production for the preparation of their new approach ; while a preparation ( E , E ) -3,7 - dimethyl-8 - hydroxy-2 ,6 - octadiene -1 - ol acetate , another new method . The fifth part of the the solanesol final synthesis .

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CLC: > Industrial Technology > Chemical Industry > Pharmaceutical chemical industry > Production of organic compounds in drug > Aliphatic compounds, drugs > Alcohols
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