53685-06-6

Upstream product

• 77-76-9 2,2-dimethoxy-propane 
• 3396-99-4 methyl α-D-galactopyranoside 
• 67-64-1 acetone 
• 97-30-3 methyl D-glucopyranoside 

Downstream Products

• 401593-04-2 methyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->3)-2-O-benzoyl-6-O-tert-butyldiphenylsilyl-α-D-galactopyranoside 
• 401593-05-3 methyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->3)-2-O-benzoyl-α-D-galactopyranoside 
• 401593-03-1 methyl 2-O-benzoyl-6-O-[(tert-butyl)diphenylsilyl]-α-D-galactopyranoside 
• 88087-56-3 methyl 2-O-benzoyl-α-D-galactopyranoside 
• 93636-42-1 methyl 2-O-benzoyl-4,6-O-isopropylidene-α-D-galactopyranoside 

Relevant academic research and scientific papers

Allylic Azide Rearrangement in Tandem with Huisgen Cycloaddition for Stereoselective Annulation: Synthesis of C-Glycosyl Iminosugars

Allylic azide rearrangement is used in tandem with intramolecular azide-alkene cycloaddition to give a triazoline that when subsequently decomposed in the presence of a nucleophile gives piperidines. The tandem reaction gives two stereocenters that are generated with high control. The formation of the piperidines required the presence of innate conformational constraint. The applicability of the annulation reaction is demonstrated by the synthesis of iminosugars. A proposal is included to account for the observed stereoselectivity, which is influenced by the precursor structure.

Oenothein B, dimeric hydrolysable tannin inhibiting HCV invasion from Oenothera erythrosepala

The envelope proteins of the hepatitis C virus (HCV), E1 and E2, have been revealed to be essential for invasion of HCV. Thus, we were engaged in the search for the inhibitors against HCV invasion through the assay system using the model virus expressing recombinant HCV envelopes, E1 and E2. Now, we disclosed dimeric hydrolysable tannin oenothein B (1) from MeOH extract of Oenothera erythrosepala as an active principle for inhibition of HCV invasion and its potency was almost the same as that of monomeric hydrolysable tannin, tellimagrandin I (2). Furthermore, by use of stereoselectively prepared 1-β- and 1-α-O-methyl tellimagrandin Is (4 and 5), the introduction of methyl moiety into 1-hydroxy group of 2 was clarified to result in slightly reduction of activity and β-isomer was revealed to exhibit a little stronger activity than α-one.

NEW RESULTS IN THE ISOPROPYLIDENATION OF GALACTOPYRANOSIDES. USEFUL INTERMEDIATES FOR THE SYNTHESIS OF GALACTOSE DERIVATIVES.

Reaction of several α- and β-galactopyranosides with 2,2-dimethoxypropane produced up to five types of mono-, bis-, and tris(isopropylidene)acetals, among which the 3,4-O-isopropylidene-6-O-(2-methoxyisopropyl) derivatives can be obtained in high yield an

The Deoxygenation of Some Carbohydrate Diols via Derived Cyclic Thiocarbonate

The treatment of methyl 2,6-di-O-methyl-3,4-O-thiocarbonyl-β-D-galactoside with methyl iodide gives mainly the 3-deoxy-3-iodo-D-guloside, whereas the α-anomer of the above and methyl 2-O-methyl-3,4-O-thiocarbonyl-β-L-arabinoside give mainly the 4-deoxy-4-

Preparation of Some Partially Methylated Galactosides from Methyl α-D-Galactopyranoside

Methyl 2,3,6-tri-O-methyl-α-D-galactopyranoside (3) and methyl 2,6-di-O-methyl-α-D-galactopyranoside (2) have been synthesized starting from isopropylidene derivatives of methyl α-D-galactopyranoside.

Use of Ferric Chloride in Carbohydrate Reactions: Part III-Reaction of Methyl Glycosides and Methyl 6-O-Tosyl Glycosides with Ferric Chloride-Acetone

Ferric chloride-acetone has been used for the preparation of O-isopropylidene derivates of methyl glycosides and methyl 6-O-tosyl glycosides.Using this reagent 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose, methyl 4,6-O-isopropylidene-α-D-glucopyranoside, methyl 2,3-O-isopropylidene-α-D-galactopyranoside, methyl 4,6-O-isopropylidene-α-D-galactopyranoside, 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose,1,2:3,5-di-O-isopropylidene-6-O-tosyl-α-D-glucofuranose, 1,2:3,4-di-O-isopropylidene-6-O-tosyl-α-D-galactopyranose and methyl 3,4-O-isopropylidene-6-O-tosyl-α-D-galactopyranoside have been prepared.Inhibition by tosyl group in the hydrolysis of the glycosidic function has been rationalised.