ChemInform Abstract: Preparation of the Enantiomers of 19-Epoxy Docosahexaenoic Acids and Their 4-Hydroxy Derivatives

Autor:	Akiko Aikawa, Toshio Nakai, Tadahiro Kato, Takuma Kurahashi, Kohji Taniguchi, Takayuki Ishimatu
Rok vydání:	2010
Předmět:	biology Absolute configuration Ether General Medicine Epoxy chemistry.chemical_compound chemistry Docosahexaenoic acid visual_art visual_art.visual_art_medium Vinyl acetate biology.protein Organic chemistry Enantiomer Lipase Biological evaluation
Zdroj:	ChemInform. 31
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200026211
Popis:	By the action of NBS in aq. DME, dl -19-bromo-20-hydroxy-DHA methyl ester 5 was prepared, which was effectively resolved by lipase PS and vinyl acetate in the presence of a thiacrown ether to give 7 and 8 , each being transformed into the corresponding epoxides, 1 and 2 , respectively. The absolute configuration of 8 was established by the Kusumi–Moscher method. For the purpose of biological evaluation, both epoxides were converted to the γ-lactones 3 and their 4-hydroxy derivatives 4 .
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::98c7c6b7a0dfccf859262c516debf123 https://doi.org/10.1002/chin.200026211 Zobrazit plný text záznamu Plný text