32579-95-6

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 43138-65-4 1,2-O-isopropylidene-3-O-methyl-α-D-glucofuranose 
• 50-99-7 D-glucose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 68244-21-3 5-O-carbamoyl-6-chloro-6-deoxy-1,2-O-isopropylidene-3-O-methyl-α-D-glucofuranose 
• 43138-64-3 1,2-:5,6-di-O-isopropylidene-3-O-methyl-α-D-glucofuranose 

Downstream Products

• 511269-83-3 Toluene-4-sulfonic acid (S)-2-azido-2-((3aR,5R,6S,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl ester 
• 511269-81-1 1,2-O-isopropylidene-3-O-methyl-6-O-tosyl-5-O-trifluoromethanesulfonyl-α-D-glucofuranose 

Relevant academic research and scientific papers

Catalytic enantioselective reactions. Part 7. Synthesis of new β-aminoalcohols derived from α-D-glucose as chiral catalysts for the catalytic enantioselective addition of diethylzinc to aldehydes

A series of new 1,2-O-isopropylidene-3-O-methyl-6-deoxy-6-N,N-dialkylamino-α-D-glucof uranoses 1 and 1,2-O-isopropylidene-3,6-dideoxy-6-N,N-dialkylamino-α-D-glucofuranose s 1' were prepared from α-D-glucose and their enantioselectivities compared as chiral catalysts for the ethylation of benzaldehyde and heptanal with diethylzinc.

Mild and efficient synthesis of 5,6-diamino-5,6-dideoxy-1,2-O-isopropylidene-3-O-methyl-β-L-idofuranose: Precursor of the first carbohydrate-derived chiral Mn(III)-salen complex

Carbohydrates as multifunctional naturally occurred chiral products were used for the first time as chiral building blocks in Mn(III)-salen complexes as catalysts for the enantioselective epoxidation of alkenes. The pathways of the mild and efficient synthesis of a Mn(III)-salen complex and its diamino precursor 5,6-diamino-5,6-dideoxy-1,2-O-isopropylidene-3-O-methyl-β-L-idofuranose starting from D-(+)-glucose are described. The complex efficiently catalyzed the epoxidation of styrene and 1,2-dihydronaphthalene, using aqueous sodium hypochlorite in CH2Cl2 as terminal oxidant. The enantiomeric excesses were 13 and 33%, respectively. Mn(III)-salen catalyst with only one stereogenic carbon atom that is adjacent to nitrogen atom proved to be able to show enantioselectivity.

SYNTHESIS OF ETHER-LINKED DI- AND TRISACCHARIDE DERIVATIVES. Part I - SYNTHESIS OF DISACCHARIDES FROM 5,6-ANHYDRO-D-GLUCOSE DERIVATIVES

We have synthesized a series of A-O-B disaccharides of the type A(6->n)B obtained by linking the D-glucose derivative (A) with each of the D-fructose, D-galactose, D-glucose, xylitol and glycerol derivatives (B).The key step in each case is the nucleophilic attack of a monosaccharide alkoxide on the C-6 site of 3-O-alkyl-5,6-anhydro-1,2-O-isopropylidene-α-D-glucofuranoside; each reaction was performed in toluene-DMSO and using KOH as the base.

Control of regioselectivity in reactions of dialkylstannylene acetals. Part I. A dramatic reversal of regioselectivity in mono-p-toluenesulfonation reactions

The regioselectivities of p-toluenesulfonation reactions of dialkylstannylene acetals obtained from a number of carbohydrate-derived terminal 1,2-diols in the absence of added nucleophiles have been explored as functions of the carbohydrate structure, the

Inversion of regioselectivity in reactions of diols through the use of hexamethylenestannylene acetals as intermediates

Hexamethylenestannylene acetals obtained from a variety of carbohydrate-derived terminal 1,2-diols give good to excellent regioselectivity for tosylation at the secondary oxygen. In contrast, non-cyclic dialkylstannylene acetals react mainly at the primary oxygen. These results are attributed to the greater stability of the dominant stannylene acetal dimers for hexamethylenestannylene acetals.

Synthesis of Some C-5 Branched Hexopyranoses

The stereoselectivity of diazomethane and dimethylsulfonium methylide additions to the C-5 aldehyde group in 1,2-O-isopropylidene-3-O-methyl-α-D-xylo-pentodialdo-1,4-furanose or the C-5 ketone function of 6-deoxy-1,2-O-isopropylidene-3-O-methyl-α-D-xylo-h

Reactions of Relevance to the Chemistry of Aminoglycoside Antibiotics. Part 12. A Study of Cyclic Iminocarbonates

A novel method for the replacement of a carbohydrate hydroxy-group by an amino-function via rearrangement of cyclic iminocarbonates has been developed.Several examples from the carbohydrate field illustrate that the overall process is strongly influenced