Solution Synthesis of Two Orthogonally Protected Lactosides as Tetravalent Disaccharide-Based Scaffolds

Autor:	Luigi Lay, Elisabetta Piga, Sergio Castoldi, Giovanni Russo, Massimiliano Cravini, Fabrizio Micheli, Pierfausto Seneci
Rok vydání:	2004
Předmět:	chemistry.chemical_compound Solid-phase synthesis chemistry Covalent bond Organic Chemistry Disaccharide Organic chemistry Solution synthesis Physical and Theoretical Chemistry Combinatorial chemistry Isocyanate Derivative (chemistry)
Zdroj:	European Journal of Organic Chemistry. 2004:2853-2862
ISSN:	1099-0690 1434-193X
DOI:	10.1002/ejoc.200300807
Popis:	Two tetravalent lactosidic scaffolds have been synthesised in solution from commercial lactose. Careful manipulation of the protecting groups allowed us to orthogonally protect four OH groups for their use as diversity sites for the development of broad screening libraries of sugar mimics. The selective access to each of these hydroxy groups has been demonstrated on scaffold 2 by deprotection and functionalisation with p-fluorophenyl isocyanate. Finally, the 6-OH derivative of compound 2 was covalently attached to a polymeric support. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a356bfa222bbda8259c26a720e2e9765 https://doi.org/10.1002/ejoc.200300807 Zobrazit plný text záznamu Plný text