16802-97-4

Upstream product

• 67-56-1 methanol 
• 51450-36-3 4,6-O-isopropylidene-D-glucal 

Downstream Products

• 149831-97-0 methyl 2,3-di-O-benzyl-4-deoxy-β-D-glucopyranoside 
• 149831-96-9 methyl 2,3-di-O-benzyl-4-deoxy-6-(O-tert-butyldiphenylsilyl)-β-D-glucopyranoside 
• 149831-95-8 methyl 2,3-di-O-benzyl-6-(O-tert-butyldiphenylsilyl)-β-D-glucopyranoside 
• 149831-98-1 methyl 2,3-di-O-benzyl-4-deoxy-6-O-(5-phthalimidopentyl)-β-D-glucopyranoside 
• 170220-04-9 Dithiocarbonic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-yl] ester S-methyl ester 
• 6988-40-5 methyl 2,3-di-O-benzyl-β-D-glucopyranoside 
• 149831-94-7 methyl 2,3-di-O-benzyl-4,6-di-O-isopropylidene-β-D-glucopyranoside 

Relevant academic research and scientific papers

Sequential directed epoxydation-acidolysis from glycals with MCPBA. A flexible approach to protected glycosyl donors

4,6-Di-O-protected glucal and allal derivatives react with MCPBA to afford manno- and allo-1-O-m-chlorobenzoate derivatives, respectively, as a result of a syn epoxidation directed by the allylic hydroxyl group, and consecutive ring-opening by m-ClBzOH. When glucal and allal derivatives are fully protected, initial epoxidation proceeds mainly anti to the allylic group to give, after ring-opening, the corresponding pyranosyl chlorobenzoates. Stereoselectivity in the reaction of fully protected galactal derivatives was complete, although only a moderate increase in the syn epoxidation product was observed in 4,6- and 3,4-di-O-protected derivatives. 1-O-m-Chlorobenzoate 18 was selectively protected and activated as donor in the synthesis of disaccharide 21.