The Enantiomeric Discrimination Of 5-Hexyl-2-Methyl-3,4-Dihydro-2h-Pyrrole By Sulfobutyl Ether-Beta-Cyclodextrin: A Case Study
MOLECULES(2021)
摘要
1-Pyrrolines are important intermediates of active natural products, such as the 2,5-dialkyl-1-pyrroline derivatives found in fire ant venoms. Here, 5-hexyl-2-methyl-3,4-dihydro-2H-pyrrole was synthesized by the enzymatic transamination/cyclization of 2,5-undecadione, and enantiodifferenciation was successfully achieved by capillary electrophoresis with sulfobutyl ether-beta-cyclodextrin as the chiral selector. The rationale of the enantiomeric discrimination was based on the results of a docking simulation that revealed the higher affinity of (S)-5-hexyl-2-methyl-3,4-dihydro-2H-pyrrole for the sulfobutyl ether-beta-cyclodextrin.
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关键词
chiral capillary electrophoresis, pyrroline, enantiodifferenciation, docking, sulfotbutyl ether-beta-cyclodextrin
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