112330-08-2

Upstream product

• 84207-55-6 (2S)-1-O-<(3'R,4'R,5'R)-5'-hydroxy-3',4',6'-tribenzyloxyhex-1'(Z)-enyl>-2,3-O-isopropylideneglycerol 
• 20672-66-6 3,4,6-tri-O-benzyl-D-mannopyranose 
• 76679-39-5 [(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl trifluoromethanesulfonate 
• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 
• 74372-90-0 1,2-anhydro-3,4,6-tri-O-benzyl-β-D-mannopyranose 

Relevant academic research and scientific papers

Glycosyl-Acceptor-Derived Borinic Ester-Promoted Direct and β-Stereoselective Mannosylation with a 1,2-Anhydromannose Donor

β-Stereoselective mannosylations were conducted using a 1,2-anhydromannose donor and mono-ol acceptors in the presence of a glycosyl-acceptor-derived borinic ester. Reactions proceeded smoothly under mild conditions to provide the corresponding β-mannosid

EFFECT OF PROTECTING GROUPS AND SOLVENTS IN ANOMERIC O-ALKYLATION OF MANNOPYRANOSE

Anomeric O-alkylation of mannopyranoses with various protecting groups was investigated using mannose derivatives and 2,3-O-isopropylidene-1-O-trifluoromethanesulfonyl-D-glycerol (1) as alkylating agent.Generally, in polar solvents higher α/β ratios were obtained than in nonpolar solvents.Sterically demanding protecting groups at the 6-O-position and polar solvents led to higher yields.Reactivity differences were explained by different complex formation.Based on these results mannopyranosyl-α(1-4)glucopyranosides 26 and 27 were synthesized using mannose derivatives 5 and 6 having a 6-O-(p-methoxyphenyl)diphenylmethyl group and galactosyl trifluoromethanesulfonate 24 or nonafluorobutanesulfonate (nonaflate) 25, respectively, as alkylating agents.

Formation of Glycosides by Epoxidation-Ring Closure of Open-chain Hydroxyenol Ethers obtained from Sugars

Z- and E-Hydroxyenol ethers, obtained from aldopentoses by a Horner-Wittig reaction, have been epoxidized using m-chloroperbenzoic acid or t-butyl hydroperoxide.A spontaneous intramolecular cyclization of the intermediate epoxides due to the free hydroxy