6087-41-8

Basic information

• Product Name: methyl 3,4,6-tri-O-acetyl-2-deoxyhexopyranoside
• CAS NO: 6087-41-8
• Molecular Formula: C₁₃H₂₀O₈
• Molecular Weight: 304.2931
• Mol File: 6087-41-8.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 371.8°C at 760 mmHg
• Flash Point: 161.7°C
• Density: 1.22g/cm³
• Vapor Pressure: 1.01E-05mmHg at 25°C
• Refractive Index: 1.467
• CAS DataBase Reference: methyl 3,4,6-tri-O-acetyl-2-deoxyhexopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3,4,6-tri-O-acetyl-2-deoxyhexopyranoside(6087-41-8)
• EPA Substance Registry System: methyl 3,4,6-tri-O-acetyl-2-deoxyhexopyranoside(6087-41-8)

Safety Data

• Hazardous Substances Data: 6087-41-8(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 2873-29-2 D-glucal triacetate 
• 69515-91-9 1,3,4,6-tetra-O-acetyl-2-deoxy-D-glucopyranose 
• 61-58-5 2-deoxy-D-arabino-hexopyranose 
• 20701-47-7 methyl 3,4,6-tetra-O-acetyl-2-deoxy-2-iodo-β-D-glucoopyranoside 
• 74638-66-7 2-deoxy-2-iodo-1,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 13145-33-0 methyl 2-S-acetyl-3,4,6-tri-O-acetyl-β-D-mannopyranoside 
• 604-69-3 β-D-glucose pentaacetate 
• 2880-98-0 methyl-(2-bromo-2-deoxy-β-D-glucopyranoside) 
• 92381-82-3 methyl-(2-bromo-2-deoxy-β-D-mannopyranoside) 
• 75556-27-3 2,3,4-Tri-O-acetyl-1,5-anhydro-6-deoxy-L-arabino-hex-1-enitol 
• 75788-45-3 3,4,6-tri-O-acetyl-2-deoxy-α-D-arabino-hexopyranosyl bromide 
• 2873-28-1 methyl 3,4,6-tri-O-acetyl-2-bromo-2-deoxy-β-D-arabino-hexopyranoside 
• 126873-07-2 methyl 3,4,6-tri-O-acetyl-2-deoxy-α/β-D-glucopyranoside 

Downstream Products

• 182276-77-3 methyl O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 
• 182276-70-6 methyl O-(2,3,4-tri-O-benzoyl-α-L-fucopyranosyl)-(1->2)-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 
• 182276-85-3 methyl 3-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 
• 182276-82-0 methyl 4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside 
• 182276-84-2 methyl 4,6-O-benzylidene-3-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside 
• 52612-68-7 methyl 4,6-O-benzylidene-2-deoxy-β-D-arabino-hexopyranoside 

Relevant articles and documents

Reductive deamination of aminodeoxy groups in glycosides and polysaccharides

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General Strategy for the Synthesis of Rare Sugars via Ru(II)-Catalyzed and Boron-Mediated Selective Epimerization of 1,2- trans-Diols to 1,2- cis-Diols

Human glycans are primarily composed of nine common sugar building blocks. On the other hand, several hundred monosaccharides have been discovered in bacteria and most of them are not readily available. The ability to access these rare sugars and the corresponding glycoconjugates can facilitate the studies of various fundamentally important biological processes in bacteria, including interactions between microbiota and the human host. Many rare sugars also exist in a variety of natural products and pharmaceutical reagents with significant biological activities. Although several methods have been developed for the synthesis of rare monosaccharides, most of them involve lengthy steps. Herein, we report an efficient and general strategy that can provide access to rare sugars from commercially available common monosaccharides via a one-step Ru(II)-catalyzed and boron-mediated selective epimerization of 1,2-trans-diols to 1,2-cis-diols. The formation of boronate esters drives the equilibrium toward 1,2-cis-diol products, which can be immediately used for further selective functionalization and glycosylation. The utility of this strategy was demonstrated by the efficient construction of glycoside skeletons in natural products or bioactive compounds.

A One-Pot Method for Removal of Thioacetyl Group via Desulfurization under Ultraviolet Light to Synthesize Deoxyglycosides

We herein developed an efficient method for removing thioacetyl to synthesize acylated deoxy glycosides in a one-pot reaction, where the thioacetyl was selectively deacetylated by hydrazine hydrate in DMF within 2-5 min at room temperature, followed by de

Ferrier rearrangement and 2-deoxy sugar synthesis from d-glycals mediated by layered α-zirconium sulfophenylphosphonate-methanphosphonate as heterogeneous catalyst

Layered α-zirconium sulfophenylphosphonate-methanphosphonate is a solid acid catalyst that catalyzes Ferrier rearrangement from d-glycals and alcoholic nucleophiles under mild reaction conditions in short time and good yields. Notably, the combination of α-zirconium sulfophenylphosphonate- methanphosphonate and lithium bromide change the regioselectivity of this process affording 2-deoxy sugars in good yields. Graphical Abstract: [Figure not available: see fulltext.]