109923-11-7

Upstream product

• 97-30-3 methyl-alpha-D-glucopyranoside 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 
• 131589-92-9 methyl 4-O-benzyl-6-deoxy-α-D-glucopyranoside 
• 131589-94-1 methyl 2,3-di-O-benzoyl-4-O-benzyl-6-deoxy-α-D-glucopyranoside 
• 131589-93-0 methyl 2,3-di-O-benzoyl-4-O-benzyl-6-bromo-6-deoxy-α-D-glucopyranoside 
• 89539-31-1 methyl 2,3-di-O-benzoyl-4-O-benzyl-α-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 98-59-9 p-toluenesulfonyl chloride 
• 109923-09-3 methyl 4-O-benzyl-2,3-di-O-p-tolylsulfonyl-α-D-glucopyranoside 
• 100-52-7 benzaldehyde 
• 6884-01-1 methyl 4,6-O-benzylidene-2,3-di-O-p-toluenesulphonyl-α-D-glucopyranoside 
• 109923-10-6 methyl 4-O-benzyl-6-deoxy-6-iodo-2,3-di-O-p-tolylsulfonyl-α-D-glucopyranoside 

Downstream Products

• 109923-13-9 (2R,3S,4S,5S,6S)-3-Benzyloxy-6-methoxy-2-methyl-5-methylamino-tetrahydro-pyran-4-ol 
• 109923-14-0 (2S,3R,4R,5S,6R)-5-Benzyloxy-2-methoxy-6-methyl-4-methylamino-tetrahydro-pyran-3-ol 
• 1415663-21-6 methyl 2-O-benzoyl-4-O-benzyl-3,6-dideoxy-3-dimethylamino-α-D-glucopyranoside 
• 1415663-36-3 2-O-benzoyl-4-O-benzyl-3,6-dideoxy-3-dimethylamino-β-D-glucopyranosyl fluoride 
• 1415663-29-4 2-O-benzoyl-4-O-benzyl-3,6-dideoxy-3-dimethylamino-α-D-glucopyranosyl fluoride 
• 1415663-24-9 p-methylphenyl 2-O-benzoyl-4-O-benzyl-3,6-dideoxy-3-dimethylamino-1-thio-β-D-glucopyranoside 
• 1415663-25-0 C₂₂H₂₇NO₄S 
• 1415663-26-1 ethyl 2-O-benzoyl-3,6-dideoxy-3-dimethylamino-1-thio-β-D-glucopyranoside 
• 1415663-27-2 C₁₇H₂₅NO₄S 
• 1415663-28-3 2-O-benzoyl-4-O-benzyl-3,6-dideoxy-3-dimethylamino-α-D-glucopyranosyl trichloroacetimidate 
• 1415663-30-7 5-(2-O-benzoyl-4-O-benzyl-mycaminosyl)-3-O-descladinosyl-6-O-methyl-3-oxo-erythronolide A 11,12-cyclic carbonate 
• 1415663-31-8 5-(4-O-benzyl-mycaminosyl)-3-O-descladinosyl-6-O-methyl-3-oxo-erythronolide A?11,12-cyclic carbonate 
• 109923-12-8 methyl 2,3-anhydro-4-O-benzyl-6-deoxy-α-D-allopyranoside 

Relevant academic research and scientific papers

Synthesis and antibacterial activity of novel modified 5-O-desosamine ketolides

A series of novel modified 5-O-desosamine-ketolides were synthesized. The 5-O-desosamine fragment was removed from ketolide by an efficient and mild manipulation. 4-O-substituted desosamine was introduced into the ketolide aglycon and various coupling methods were essayed for the glycosylation. Three novel ketolides were tested for in vitro antibacterial activity against a panel of susceptible and resistant pathogens. Compound 26 showed potent activity against all the methicillin-sensitivity and resistant pathogens.

SYNTHESIS OF 3,6-DIDEOXY-3-(METHYLAMINO)HEXOSES FOR G.L.C.-M.S. IDENTIFICATION OF RHIZOBIUM LYPOSACCHARIDE COMPONENTS

A direct synthetic route from methyl α-D-glucopyranoside to 3,6-dideoxy-3-(methylamino)hexoses having the D-gluco, D-galacto, and D-manno configurations has been developed.Methyl α-D-glucoside was converted into the 4,6-O-benzylidene-2,3-di-O-tosyl derivative, which was then transformed into the 4-O-benzyl-6-deoxy 2,3-ditosylate (5) by successive reductive cleavage of the acetal ring, iodination, and reduction.The intermediate 5 was readily converted into the allo 2,3-epoxide, which yielded the pivotal intermediate methyl 4-O-benzyl-3,6-dideoxy-3-(methylamino)-α-D-glucopyranoside (7) by cleavage of the oxirane ring with methylamine.The amino compound 7 can be directly converted into the derivatized galacto and manno derivatives for mass-spectrometric identification by selective inversion at C-4 and C-2, respectively, followed by hydrolysis, reduction, and acetylation.