Syntheses of oligomannosides in solution and on a soluble polymer support: a comparison

Autor: Richard H. Furneaux, Michael Ludewig, Regine Blattner
Rok vydání: 2006
Předmět:
Zdroj: Carbohydrate Research. 341:299-321
ISSN: 0008-6215
DOI: 10.1016/j.carres.2005.11.027
Popis: The α-(1→6)-linked and the α-(1→2)-linked linear mannotetraose glycosides 3 and 4 , respectively, and the branched mannopentaoside 2 [R = CH 2 (CH 2 ) 2 CH 2 Cl] were synthesised by conventional methods in solution, using trichloroacetimidate donors, and the products were obtained in 39%, 42% and 40% overall yield, respectively. For comparative purposes, the same two linear tetrasaccharides were prepared by use of MPEG as a soluble polymer support, the yields being 34% and 14%, respectively. An attempted MPEG-supported synthesis of the branched pentasaccharide was unsuccessful. The merits and shortcomings of oligosaccharide syntheses on MPEG are discussed.
Databáze: OpenAIRE