4435-05-6

Usage

Uses

Used in Pharmaceutical Industry:
3,4,6-Tri-O-acetyl-b-D-mannopyranose1,2-(methylorthoacetate) is used as a precursor for the synthesis of acetobromomannose, which is an important compound in the development of pharmaceuticals. Its role as a precursor allows for the creation of various drug molecules that can target specific medical conditions.
Used in Chemical Synthesis:
3,4,6-Tri-O-acetyl-b-D-mannopyranose1,2-(methylorthoacetate) is used as an intermediate in the chemical synthesis of various complex carbohydrates and related compounds. Its unique structure makes it a valuable building block for the development of new molecules with potential applications in different fields, such as materials science, biotechnology, and pharmaceuticals.
Used in Research and Development:
3,4,6-Tri-O-acetyl-b-D-mannopyranose1,2-(methylorthoacetate) is used as a research compound for studying the properties and reactivity of complex carbohydrates. Its stable, crystalline nature makes it an ideal candidate for investigating the structure-activity relationships of carbohydrate derivatives and their potential applications in various industries.

Upstream product

• 67-56-1 methanol 
• 4451-36-9 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride 
• 529493-92-3 2-(acetoxymethyl)-6-bromotetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 1067-52-3 tributyltin methoxide 
• 66118-22-7 (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-isocyanotetrahydro-2H-pyran-3,4,5-triyl triacetate 

Downstream Products

• 29073-91-4 (3aR,5R,6S,7S,7aR)-5-Hydroxymethyl-2-methoxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol 
• 108869-64-3 3,4,6-tri-O-benzyl-2-O-acetyl-α-D-glucosyl trichloroimidate 
• 116143-99-8 1,2-di-O-acetyl-3,4,6-tri-O-benzoyl-α-D-glucopyranose 
• 53784-29-5 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl azide 
• 29073-91-4 1,2-O-(1-methoxyethylidene)-β-D-mannopyranose 
• 57884-82-9 2,3,4,6-tetra-O-acetyl-β-D-mannopyranose 
• 22860-22-6 2,3,4,6-tetra-O-acetyl-α-D-mannopyranose 
• 18968-05-3 1,3,4,6-tetra-O-acetyl-β-D-mannopyranose 
• 1360560-49-1 (3aR,5R,6R,7S,7aS)-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-2-ethyl-3aH,5H,6H,7H,7aH-pyrano[2,3-d][1,3]oxazole 
• 681831-82-3 4-methylphenyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 793672-50-1 4-methylphenyl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 117703-08-9 6-(N-benzyloxycarbonylamino)-hexyl 2-O-(4-β-D-galactopyrasonyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 117703-09-0 6-(N-benzyloxycarbonylamino)-hexyl 2-O-(4-O-β-D-galactopyranosyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 117703-05-6 6-(N-benzyloxycarbonylamino)-hexyl-2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside 

Relevant academic research and scientific papers

Combinatorial synthesis of an oligosaccharide library by using β-bromoglycoside-mediated iterative glycosylation of selenoglycosides: Rapid expansion of molecular diversity with simple building blocks

A new method for constructing an oligosaccharide library composed of structurally defined oligosaccharides is presented based on an iterative glycosylation of selenoglycosides. Treatment of 2-acyl-protected selenoglycosides with bromine selectively generates β-bromoglycosides, which serve as glycosyl cation equivalents in the oligosaccharide synthesis. Thus, the coupling of the bromoglycosides with another selenoglycoside affords the corresponding glycosylated selenoglycosides, which can be directly used to next glycosylation. The iteration of this sequence allows the synthesis of a variety of oligosaccharides including an elicitor active heptasaccharide. A characteristic feature of the iterative glycosylation is that glycosyl donors and acceptors with the same anomeric reactivity can be selectively coupled by activation of the glycosyl donor prior to coupling with the glycosyl acceptor. Therefore, same selenoglycosides can be used for both the glycosyl donors and the acceptors. This feature has been exemplified by a construction of an oligosaccharide library directed to elicitor-active oligosaccharides. The library composed of stereochemically defined oligoglucosides with considerable structural diversity can be constructed starting from simple selenoglycosides.

Reaction des glycosyl isonitriles avec les amines et les alcools

After complexation with metals, glycosylisonitriles 1 react with alcohols to give mainly orthoesters, if C-2 bears a participating group, and/or alkyl glycosides without particular stereoselectivity.In the case of amines, formamidines are obtained by α-addition to 1 in good yields.An example of further heterocyclisation is given with the stereospecific synthesis of the glucosylquinazolinone 15.