ChemInform Abstract: Solution-Phase Library Synthesis of Furanoses

Autor:	Thutam P. Hopkins, Michael A. Walters, Elaine B. Krueger, Meghan T. Keaney, Armen M. Boldi
Rok vydání:	2010
Předmět:	chemistry.chemical_classification Primary (chemistry) General Medicine Alkylation Furanose Reductive amination Combinatorial chemistry Acylation Sodium triacetoxyborohydride chemistry.chemical_compound chemistry Yield (chemistry) Urea Organic chemistry
Zdroj:	ChemInform. 33
ISSN:	1522-2667 0931-7597
Popis:	The solution-phase synthesis of amido-, urea-, and aminofuranoses was achieved. Alkylated furanose aldehydes were treated with primary amines in the presence of sodium triacetoxyborohydride to give secondary amines. Subsequent acylation with acid chlorides and isocyanates afforded amidofuranoses and ureafuranoses, respectively. Second, reductive amination of furanose aldehydes with secondary amines yielded tertiary amines. The resulting acetonides were treated with alcohols in the presence of acid to yield mixed acetals. In the library syntheses, functionalized scavenger resins were used in the purification of intermediates and products.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c2fe32ecb41d2e15110c4198b8613c4c https://doi.org/10.1002/chin.200240200 Zobrazit plný text záznamu Plný text