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Usage

Uses

Used in Organic Synthesis:
1,4,6-TRI-O-ACETYL-2,3-O-CARBONYL-ALPHA-D-MANNOPYRANOSE is used as a key intermediate in the synthesis of complex carbohydrate structures and related compounds. Its unique structure allows for selective functionalization and derivatization, making it a valuable building block for the development of novel bioactive molecules and pharmaceutical agents.
Used in Pharmaceutical Industry:
1,4,6-TRI-O-ACETYL-2,3-O-CARBONYL-ALPHA-D-MANNOPYRANOSE is used as a starting material for the synthesis of glycosidic compounds, which are important in the development of new drugs with potential therapeutic applications. 1,4,6-TRI-O-ACETYL-2,3-O-CARBONYL-ALPHA-D-MANNOPYRANOSE's reactivity and structural features enable the creation of diverse glycosidic linkages, which can be crucial for the biological activity and pharmacokinetic properties of the resulting drug candidates.
Used in Research and Development:
1,4,6-TRI-O-ACETYL-2,3-O-CARBONYL-ALPHA-D-MANNOPYRANOSE is utilized in academic and industrial research settings to explore its potential applications in various fields, such as medicinal chemistry, materials science, and biotechnology. Its unique structural features and reactivity make it an attractive target for the development of new synthetic methods and applications.

Upstream product

• 100-39-0 benzyl bromide 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 3879-79-6 methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 108-24-7 acetic anhydride 
• 35303-86-7 (2R,3S,4S,5R,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-ol 
• 86861-42-9 1,6-anhydro-2,4-di-O-benzyl-β-D-mannopyranose 
• 86900-44-9 1,6-anhydro-4-O-benzyl-β-D-mannopyranose 
• 86861-43-0 3-O-Acetyl-1,6-anhydro-2,4-di-O-benzyl-β-D-mannopyranose 
• 61074-17-7 1,6-Anhydro-2,4-di-O-benzyl-β-D-galactopyranose 

Downstream Products

• 79705-37-6 Benzyl-4-O-(3,6-di-O-acetyl-2,4-di-O-benzyl-α-D-galactopyranosyl)-2,3-O-isopropyliden-α-L-rhamnopyranosid 
• 79705-38-7 Benzyl-4-O-(3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-galactopyranosyl)-2,3-O-isopropyliden-α-L-rhamnopyranosid 
• 143826-32-8 N-benzyloxycarbonyl-3-aminopropyl 2,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-3-O-levulinoyl-β-D-galactopyranoside 
• 143826-29-3 N-benzyloxycarbonyl-3-aminopropyl 3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-galactopyranoside 
• 143826-33-9 N-benzyloxycarbonyl-3-aminopropyl 2,4-di-O-benzyl-3-O-levulinoyl-β-D-galactopyranoside 
• 143826-31-7 N-benzyloxycarbonyl-3-aminopropyl 2,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranoside 
• 143826-30-6 N-benzyloxycarbonyl-3-aminopropyl 2,4-di-O-benzyl-β-D-galactopyranoside 
• 114283-82-8 Acetic acid (2R,3S,4S,5R)-2-acetoxymethyl-3,5-bis-benzyloxy-6-hydroxy-tetrahydro-pyran-4-yl ester 
• 79705-30-9 3,6-di-O-acetyl-2,4-di-O-benzyl-α-D-galactopyranosyl bromide 

Relevant academic research and scientific papers

Corrected order in the simultaneous debenzylation-acetolysis of methyl 2,3,4,6-tetra-O-benzyl-α-d-glucopyranoside

The benzyl groups of methyl 2,3,4,6-tetra-O-benzyl-α-d-glucopyranoside were cleaved in the order of 6-O-Bn > 3-O-Bn > 4-O-Bn > 2-O-Bn under acid-mediated conditions in acetic anhydride. The order is a correction of that previously reported.

A facile regioselective 1,6-O-diacetylation method of methyl- glycopyranosides and their dimethyl phosphonates

A general method of 1,6-di-O-acetylation of methyl-α/β- glycopyranosides and a strategy to synthesize protected dimethyl (2,3,4-tri- O-benzyl-α-D-glycosyl) phosphonate having a free OH at C-6 are reported.

Synthesis of a pentasaccharide and a heptasaccharide corresponding to an ovarian glycoprotein; studies towards glycosylations

The syntheses of pentasaccharide I and heptasaccharide II, which correspond to an ovarian O-glycoprotein, are presented. The protected pentasaccharide 1 was prepared by condensing a trisaccharide donor (18c) with a disaccharide acceptor (8b), while conden

α-Glucosidase Inhibitors, 6. - Synthesis of 1,6-Anhydro-D-glucose and -D-galactose Derivatives - Preparation of 1-Deoxynojirimycin

Methyl 2,3-di-O-benzyl-D-glucopyranoside (2) is transformed in the presence of p-toluenesulfonic acid and 2,2,2-trichloro- or 2,2,2-trifluoroethanol into the 4-O-unprotected 1,6-anhydropyranose 4.The amount of 1,6-anhydrofuranose 5, formed as a byproduct of this reaction, can be increased by longer reaction times.Similarly, from methyl 2,3-di-O-benzyl-D-galactopyranoside (9) the corresponding 1,6-anhydro compounds 10 and 12 were obtained. 1-Deoxynojirimycin (31) is obtained from the 5-O-unprotected 1,6-anhydroglucofuranose 5 in a few steps.The stereoselectiveintroduction of nitrogen at C-5 is reached by inversion of the configuration of the 5-OH group through oxidation and reduction and subsequent triflate activation for the invertive azide group introduction

Building Units of Oligosaccharides, XLVII. - Synthesis of Tri- and Tetrasaccharide Sequences of N-Glycoproteins Including a β-D-Mannosidic Linkage

The trisaccharides α-D-Man-p-(1 -> 6)-β-D-Man-p-(1 -> 4)-D-GlcNAc (37) and α-D-Man-p-(1 -> 3)-β-D-Man-p-(1 -> 4)-D-GlcNAc (43) as well as the key tetrasaccharide α-D-Man-p-(1 -> 3)- 6)>-β-D-Man-p-(1 -> 4)-D-GlcNAc (51), which are parts of th