6044-27-5

Upstream product

• 2382-96-9 2-sulfanyl-1,3-benzoxazole 
• 604-69-3 β-D-glucose pentaacetate 
• 83-87-4 D-glucose pentaacetate 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 

Downstream Products

• 3947-62-4 2,3,4,5-tetra-O-acetyl-D-glucopyranose 
• 123076-16-4 methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside 
• 97-30-3 methyl D-glucopyranoside 
• 810670-73-6 benzoxazol-2-yl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside 
• 636997-65-4 ethyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-1-thio-β-D-galactopyranoside 
• 635727-37-6 2-(2',3',4',6'-tetra-O-benzoyl-β-D-glucopyranosylmercapto)-1,3-benzoxazole 
• 118545-28-1 methyl (2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 128503-39-9 methyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl)-α-D-glucopyranoside 
• 143292-66-4 Methyl O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside 
• 118579-76-3 methyl 4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranoside 
• 70751-54-1 1,2:3:4-di-O-isopropylidene-6-O-(tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-galactose 
• 862537-77-7 benzoxazol-2-yl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside 
• 2873-29-2 D-glucal triacetate 

Relevant academic research and scientific papers

Chemical glucosylation of pyridoxine

The chemical synthesis of pyridoxine-5′-β-D-glucoside (5′-β-PNG) was investigated using various glucoside donors and promoters. Hereby, the combination of α4,3-O-isopropylidene pyridoxine, glucose vested with different leaving and protecting groups and the application of stoichiometric amounts of different promoters was examined with regards to the preparation of the twofold protected PNG. Best results were obtained with 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl fluoride and boron trifluoride etherate (2.0 eq.) as promoter at 0 °C (59%). The deprotection was accomplished stepwise with potassium/sodium hydroxide in acetonitrile/water followed by acid hydrolysis with formic acid resulting in the chemical synthesis of 5′-β-PNG.

Versatile synthesis and mechanism of activation of S-benzoxazolyl glycosides

(Chemical Equation Presented) As a part of a program for developing new efficient procedures for stereoselective glycosylation, a range of S-benzoxazolyl (SBox) glycosides have been synthesized. The mechanistic aspects of the SBox moiety activation for gl

Revisiting the armed-disarmed concept rationale: S-benzoxazolyl glycosides in chemoselective oligosaccharide synthesis

(Chemical Equation Presented) It has been discovered that 2-O-benzyl-3,4,6-tri-O-acyl SBox glycosides are significantly less reactive than even "disarmed" peracylated derivatives. This finding has been applied to the synthesis of various oligosaccharides,

S-benzoxazolyl (SBox) glycosides in oligosaccharide synthesis: Novel glycosylation approach to the synthesis of β-D-glucosides, β-D-galactosides, and α-D-mannosides

Per-acetylated and per-benzoylated S-benzoxazolyl (SBox) glycosides have been synthesized and applied to highly efficient 1,2-trans glycosylation. Complete stereoselectivities and remarkably high yields were achieved for the synthesis of β-D-glucosides, β

S-benzoxazolyl (SBox) glycosides as novel, versatile glycosyl donors for stereoselective 1,2-cis glycosylation

(Matrix presented) Novel glycosyl donors, S-benzoxazolyl (SBox) glycosides, have been synthesized, tested toward various protecting group manipulations, and applied to the highly stereoselective 1,2-cis glycosylation. These compounds fulfill the requireme