124813-80-5Relevant academic research and scientific papers
Stereoselective synthesis of (E)-mannosylidene derivatives using the Wittig reaction
Coumbarides, Gregory S.,Motevalli, Majid,Muse, Warda A.,Wyatt, Peter B.
, p. 7888 - 7891 (2007/10/03)
(Chemical Equation Presented) Stabilized ylides Bu3P=CH(EWG), where EWG is an ester or nitrile group, react with 2,3,4,6-tetra-O- benzylmannono-1,5-lactone giving high yields of mannosylidene derivatives; in contrast to the glucose and galactos
Design and synthesis of sialyl Lewis x mimics as E-selectin inhibitors
Kaila, Neelu,Thomas IV, Bert E.,Thakker, Paresh,Alvarez, Juan C.,Camphausen, Raymond T.,Crommie, Deidre
, p. 151 - 155 (2007/10/03)
The design and synthesis of novel β-C-mannosides that inhibit the binding of sialyl Lewis x to E-selectin are described. Compounds that contained a phenyl substituent at the C-6 position were found to have increased potency.
Epimerization of α- to β-C-Glucopyranosides under Mild Basic Conditions
Allevi, Pietro,Anastasia, Mario,Ciuffreda, Pierangela,Fiecchi, Alberto,Scala, Antonio
, p. 1275 - 1280 (2007/10/02)
A number of β-C-glucopyranosides having an activated methylene or methine group bonded to the anomeric carbon are obtainable in quantitative yield from the corresponding α-isomers by simple equilibration catalysed by various bases at room temperature.
The Wittig-Horner Reaction on 2,3,4,6-Tetra-O-benzyl-D-mannopyranose and 2,3,4,6-Tetra-O-benzyl-D-glucopyranose
Allevi, Pietro,Ciuffreda, Pierangela,Colombo, Diego,Monti, Diego,Speranza, Giovanna,Manitto, Paolo
, p. 1281 - 1283 (2007/10/02)
The synthetic utility of the Wittig-Horner reaction in the synthesis of C-glycosides is illustrated by the preparation of the α- and β-glycosyl acetates of the 2,3,4,6-tetra-O-benzyl-D-mannopyranose and of the 2,3,4,6-tetra-O-benzylglucopyranose.A partial epimerization of the C-2 carbon of the starting protected carbohydrate is observed.
