Chinese Journal of Organic Chemistry >
Synthesis of Novel Fatty Amide Analogues of Troxerutin Catalyzed by Lipase in Organic Medium
Received date: 2013-07-15
Revised date: 2013-09-25
Online published: 2013-10-25
Supported by
Project supported by the National Natural Science Foundation of China (No. 21172055).
In nonaqueous medium, a series of troxerutin amidation analogues were synthesized by the reaction of vinyl-troxerutin esters with fatty amines. The influence parameters including enzyme source, the amount of the enzyme, reactive medium, water content of solvents and reaction time were investigated. The results showed that the amidation occurred regioselectively at vinyl-ester bond. Using pyridine as solvent (water content <1%), the amidation reaction catalyzed by lipase LS-10 (20 mg/mL) reached plateau after 21 h at 50 ℃.
Key words： amidation; troxerutin; enzymatic synthesis; fatty amine; regioselectivity
Wang Hongyan , Yang Liangru , Xiao Yongmei , Mao Pu , Zhu Xiaoliang , Yuan Jinwei , Qu Lingbo . Synthesis of Novel Fatty Amide Analogues of Troxerutin Catalyzed by Lipase in Organic Medium[J]. Chinese Journal of Organic Chemistry, 2014 , 34(2) : 355 -361 . DOI: 10.6023/cjoc201307022
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