492-93-3

Basic information

• Product Name: 1-5-ANHYDRO-D-MANNITOL CRYSTALLINE
• Synonyms: 1-5-ANHYDRO-D-MANNITOL CRYSTALLINE;1,5-anhydro-mannitol;Styracitol;Styractitol;2,6-Anhydro-D-Mannitol;Styracit;1,5-Anhydrohexitol
• CAS NO: 492-93-3
• Molecular Formula: C₆H₁₂O₅
• Molecular Weight: 164.156
• Product Categories: Carbohydrates & Derivatives;Inhibitors
• Mol File: 492-93-3.mol
• Article Data: 22

Chemical Properties

• Melting Point: 156-157?C
• Boiling Point: 376.8°Cat760mmHg
• Flash Point: 181.7°C
• Appearance: /
• Density: 1.533g/cm³
• Vapor Pressure: 3.21E-07mmHg at 25°C
• Refractive Index: 1.58
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• CAS DataBase Reference: 1-5-ANHYDRO-D-MANNITOL CRYSTALLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-5-ANHYDRO-D-MANNITOL CRYSTALLINE(492-93-3)
• EPA Substance Registry System: 1-5-ANHYDRO-D-MANNITOL CRYSTALLINE(492-93-3)

Safety Data

• Hazardous Substances Data: 492-93-3(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

A carbohydrate metabolism regulator that has been shown to inhibit gluconeogenesis from lactate plus pyruvate and from substrates that enter the gluconeogenic pathway as triose phosphate.

InChI:InChI=1/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2/t3-,4-,5-,6-/m1/s1

Upstream product

• 69-65-8 mannitol 
• 13121-61-4 tetra-O-acetyl-1,5-anhydro-D-mannitol 
• 13242-53-0 acetobromomannose 
• 125901-90-8 (2R,3S)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol 
• 60-29-7 diethyl ether 
• 17187-64-3 1,3,4,5-tetra-O-benzoyl-β-D-fructopyranosyl bromide 
• 116954-90-6 (6R)-5-hydroxy-6-hydroxymethyl-dihydro-pyran-3,4-dione 
• 64-17-5 ethanol 
• 7647-01-0 hydrogenchloride 
• 14218-12-3 1,5-Anhydro-tetra-O-benzoyl-D-mannitol 
• 161085-44-5 2,3,5-tri-O-acetyl-6-bromo-6-deoxy-D-mannono-1,4-lactone 
• 1769-06-8 methyl 2,3,4,6-tetrakis-O-trimethylsilyl-α-D-mannopyranoside 
• 75414-37-8 1,5-anhydro-D-fructose diethyldithioacetal 
• 75414-32-3 1,5-anhydro-3,4,6-tri-O-benzoyl-D-fructose 

Downstream Products

• 13121-61-4 tetra-O-acetyl-1,5-anhydro-D-mannitol 
• 119718-15-9 1,5-anhydro-2,3,4-tri-O-benzoyl-6-O-p-tolylsulfonyl-D-mannitol 
• 539823-59-1 O²,O³;O⁴,O⁶-dibenzyliden-1,5-anhydro-mannitol 
• 177696-59-2 (2R,3R,4R,5R)-3,4,5-Tris-benzyloxy-2-trityloxymethyl-tetrahydro-pyran 
• 1041478-00-5 C₂₀H₂₀O₅ 
• 1041477-99-9 C₂₀H₂₀O₅ 
• 431881-19-5 (3aR,6R,7R,7aS)-6-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-7-ol 
• 89157-98-2 1,5-anhydro-4,6-O-benzylidene-3-deoxy-2-O-(methylsulfonyl)-3-nitro-D-glucitol 
• 89157-98-2 Methanesulfonic acid (4aR,7R,8S,8aS)-8-nitro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester 
• 89195-87-9 2-O-acetyl-1,5-anhydro-4,6-O-benzylidene-3-deoxy-3-nitro-D-mannitol 
• 74720-64-2 2-O-acetyl-1,5-anhydro-4,6-O-benzylidene-3-deoxy-3-nitro-D-glucitol 
• 89195-90-4 1,5-anhydro-4,6-O-benzylidene-2,3-dideoxy-3-nitro-D-threo-hex-2-enitol 

Relevant articles and documents

Synthesis of a carbohydrate-centered C-glycoside cluster

-

Controlling Sugar Deoxygenation Products from Biomass by Choice of Fluoroarylborane Catalyst

The feedstocks from biomass are defined and limited by nature, but through the choice of catalyst, one may change the deoxygenation outcome. We report divergent but selective deoxygenation of sugars with triethylsilane (TESH) and two fluoroarylborane catalysts, B(C6F5)3 and B(3,5-CF3)2C6H3)3 (BAr3,5-CF3). To illustrate, persilylated 2-deoxyglucose shows exocyclic C-O bond cleavage/reduction with the less sterically congested BAr3,5-CF3, whereas endocyclic C-O bond cleavage/reduction predominates with the more Lewis acidic B(C6F5)3. Chiral furans and linear polyols can be selectively synthesized depending on the catalysts. Mechanistic studies demonstrate that the resting states of these catalysts are different.

Total Synthesis of Neodysiherbaine A via 1,3-Dipolar Cycloaddition of a Chiral Nitrone Template

The total synthesis of neodysiherbaine A was achieved via 1,3-dipolar cycloaddition of a chiral nitrone template with a sugar-derived allyl alcohol in the presence of MgBr2·OEt2. This cycloaddition constructed the C2 and C4 asymmetric centers in a single step. Then reductive cleavage, intramolecular SN2 reaction of the tertiary alcohol, and oxidation of the primary alcohol afforded neodysiherbaine A.

Intramolecular dehydration of mannitol in high-temperature liquid water without acid catalysts

Intramolecular dehydration of mannitol in high-temperature liquid water without adding any hazardous acid catalysts and its kinetic analyses were carried out. The dehydration behavior of mannitol was compared with that of sorbitol. 2,5-Anhydromannitol and 1,4-anhydromannitol were major products from the mannitol monomolecular dehydration in contrast with the only major product, 1,4-anhydrosorbitol, from the sorbitol monomolecular dehydration.