Synthesis of 2′-deoxynucleoside analogs from thioglycosides

Autor:	V. I. Shvets, A. I. Davydova, A. M. Yurkevich, E. N. Savvateeva, Yu. G. Kirillova, G. D. Gungarova, A. S. Arkhipova, A. I. Lyutik
Rok vydání:	2006
Předmět:	Pharmacology Solvent chemistry.chemical_compound Chemistry Stereochemistry Yield (chemistry) Drug Discovery Condensation Pharmacology toxicology Stereoselectivity Thymine
Zdroj:	Pharmaceutical Chemistry Journal. 40:320-324
ISSN:	1573-9031 0091-150X
Popis:	The synthesis of pharmacologically active 2′-deoxynucleoside analogs, namely 2′,3′-dideoxythymidine (I) and 2′,3′-dideoxy-3′-fluorothymidine (II), is described. The proposed approach consists in condensation of the corresponding thioglycosides with silylated thymine using N-bromosuccinimide as a promoter. In the case of compound II, it is shown that the yield and stereoselectivity of this process depend on the equivalent ratio of silylated base and solvent.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5e4760c875becd126b77c4a18e247a7b https://doi.org/10.1007/s11094-006-0119-2 Zobrazit plný text záznamu Plný text ve formátu PDF