title: Studies on the synthesis of two tetrasaccharides and the reactivity difference between them.
abstract: Studies on the reactivity of two synthetic tetrasaccharides as glycosyl acceptors showed that condensation of the methyl alpha-glycoside with a disaccharide donor afforded a hexasaccharide, but condensation of the methyl beta-glycoside with the disaccharide did not yield the corresponding hexasaccharide under the same conditions. A combination of theoretical results and 2D NMR indicated that the reactivity difference between the methyl alpha-glycoside and the methyl beta-glycoside was determined mainly by steric effects.
authors.affiliation: Department of Organic Chemistry, School of Pharmaceutical Sciences, Beijing Medical University, PR China.
authors.forename: X X
authors.initials: XX
authors.lastname: Zhu
authors.forename: M S
authors.initials: MS
authors.lastname: Cai
authors.forename: R L
authors.initials: RL
authors.lastname: Zhou
mesh_terms: D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D006027:Glycosides / Q000737:chemistry; D008958:Models, Molecular; D008969:Molecular Sequence Data; D019906:Nuclear Magnetic Resonance, Biomolecular; D009844:Oligosaccharides / Q000737:chemistry*
chemical_list: D006027:Glycosides; D009844:Oligosaccharides