89731-25-9

Upstream product

• 89731-25-9 dimethyl (8R)-6,7-anhydro-2,3-di-O-benzyl-β-L-erythro-D-glucooctadialdo-1,5:8,4-dipyranoside 
• 111727-16-3 6-O-tert-butyldimethylsilyl-2,3-di-O-benzyl-4-O-(α-ethoxyethyl)-α-D-glucopyranoside 
• 111727-20-9 (Z)-3-[(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-3-(1-ethoxy-ethoxy)-6-methoxy-tetrahydro-pyran-2-yl]-propenal 
• 89731-19-1 dimethyl(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside 
• 66781-98-4 dimethyl(8R)-2,3-di-O-benzyl-β-L-erythro-D-gluco-octodialdo-1,5:8,4-dipyranoside 
• 111727-18-5 methyl 2,3-di-O-benzyl-4-O-(1-ethoxyethyl)-α-D-gluco-hexodialdo-1,5-pyranoside 
• 111727-15-2 (2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-ol 
• 111727-17-4 methyl 2,3-di-O-benzyl-4-O-(1-ethoxyethyl)-α-D-glucopyranose 
• 111727-24-3 Toluene-4-sulfonic acid (2R,3R,4S,4aR,6S,7R,8S,8aS)-7,8-bis-benzyloxy-4-hydroxy-2,6-dimethoxy-octahydro-pyrano[3,2-b]pyran-3-yl ester 
• 89731-22-6 methyl 2,3-di-O-benzyl-α-D-glucooct-6(Z/E)-enodialdo-1,5-pyranoside ethylene acetal 
• 89731-21-5 methyl 2,3-di-O-benzyl-α-D-gluco-hexadiolo-1,5-pyranoside 
• 17791-36-5 methyl 2,3-di-O-benzyl-α-D-glucopyranoside 
• 111727-20-9 methyl(E)-2,3-di-O-benzyl-6,7-dideoxy-4-O-(1-ethoxyethyl)-α-D-gluco-octodiald-6-eno-1,5-pyranoside 
• 66781-98-4 dimethyl(8R)-2,3-di-O-benzyl-β-L-threo-D-gluco-octodialdo-1,5:8,4-dipyranoside 

Downstream Products

• 89731-25-9 dimethyl (8R)-6,7-anhydro-2,3-di-O-benzyl-α-D-glucooctadialdo-1,5:8,4-dipyranoside 
• 66781-98-4 dimethyl(8R)-2,3-di-O-benzyl-β-L-threo-D-gluco-octodialdo-1,5:8,4-dipyranoside 

Relevant academic research and scientific papers

CONTROLLED FORMATION OF DIPYRANOSIDE DERIVATIVES THROUGH C6 AND 04. PYRANOSIDIC HOMOLOGATION. VII

A procedure has been developed for pyranosidic homologation of methyl α-D-glucopyranoside via C4 and C6.Reaction of the aldehydo group of compound 2 with the Wittig-Bestmann reagent, Ph3P=CHCH(OEt)2, gave an E/Z mixture of acetals, 4, which cyclizes under

PYRANOSIDIC HOMOLOGATION: PART I: EXTENDING THE CARBOHYDRATE TEMPLATE VIA C6 AND C4

The aldehyde (6) reacts with ylid (3b) to give (7) as a 4:1 Z/E mixture which, upon methanolysis under catalysis by pyridinium p-toluenesulfonate (PPTS), affords the bispyranoside (5a) as single anomer.