Literature DB >> 16616508

Chemoenzymatic synthesis of both enantiomers of alpha-tocotrienol.

Robert Chênevert1, Gabriel Courchesne, Nicholas Pelchat.   

Abstract

The stereoselective acylation of the achiral chromanedimethanol derivative 1 by vinyl acetate in the presence of Candida antarctica lipase B gave the (S)-monoester 2 in high enantiomeric purity (ee > or = 98%). Enzymatic hydrolysis of diesters of compound 1 failed to give (R)-monoester 2 in good yield and high ee. Thus, both enantiomers of alpha-tocotrienol were synthesized from the (S)-monoester 2.

Entities:  

Mesh：

Substances：

Year:  2006        PMID： 16616508     DOI： 10.1016/j.bmc.2006.03.035

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN： 0968-0896            Impact factor:   3.641


  3 in total

1.  Synthesis of (2R,8' S,3' E)-δ-tocodienol, a tocoflexol family member designed to have a superior pharmacokinetic profile compared to δ-tocotrienol.

Authors:  Xingui Liu; Satheesh Gujarathi; Xuan Zhang; Lijian Shao; Marjan Boerma; Cesar M Compadre; Peter A Crooks; Martin Hauer-Jensen; Daohong Zhou; Guangrong Zheng
Journal:  Tetrahedron       Date:  2016-05-12       Impact factor: 2.457

2.  Synthesis of 2H-chromenes and 1,2-dihydroquinolines from aryl aldehydes, amines, and alkenylboron compounds.

Authors:  Nicos A Petasis; Alexey Butkevich
Journal:  J Organomet Chem       Date:  2009-05-01       Impact factor: 2.369

3.  Synthesis of triphenylphosphonium vitamin E derivatives as mitochondria-targeted antioxidants.

Authors:  Victoria J A Jameson; Helena M Cochemé; Angela Logan; Lyall R Hanton; Robin A J Smith; Michael P Murphy
Journal:  Tetrahedron       Date:  2015-11-04       Impact factor: 2.457
  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.