Chirally deuterated benzyl chlorides from benzyl alcohols via hexachloroacetone/polymer-supported triphenylphosphine: synthesis of protected (2S, 3S)-[3-(2)H, (15)N]-tyrosine

Autor:	Derek W, Barnett, Maryanne S, Refaei, Robert W, Curley
Rok vydání:	2012
Předmět:	Acetone Organophosphorus Compounds Nitrogen Isotopes Polymers Benzyl Compounds Tyrosine Deuterium Benzyl Alcohols
Zdroj:	Journal of labelled compoundsradiopharmaceuticals. 56(1)
ISSN:	1099-1344
Popis:	Chirally deuterated benzyl chlorides were prepared using novel, general hexachloroacetone/polymer-supported triphenylphosphine treatment of chirally deuterated benzyl alcohols. Doubly labeled protected tyrosine was obtained in 62% yield with 86% de at the α-carbon and 82% de at the β-carbon. Key in the synthesis was the alkylation of (15)N-labeled (-)-8-phenylmenthylhippurate with R-(-)-4-triisopropylsilyloxybenzyl-α-d chloride.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=pmid________::3ae53c353c82a4e520656c1df1f7b7ae https://pubmed.ncbi.nlm.nih.gov/24285134 Zobrazit plný text záznamu Plný text