1,6-Anhydro-beta-D-glucofuranose

Base Information

• Chemical Name: 1,6-Anhydro-beta-D-glucofuranose
• CAS No.: 7425-74-3
• Molecular Formula: C6H10O5
• Molecular Weight: 162.142
• Hs Code.: 2940000080
• European Community (EC) Number: 806-997-6
• Nikkaji Number: J586.108J
• Wikidata: Q76423002
• Mol file: 7425-74-3.mol

Synonyms:1,6-Anhydro-beta-D-glucofuranose;(1R,4R,5R,6R,7R)-2,8-dioxabicyclo[3.2.1]octane-4,6,7-triol;7425-74-3;SCHEMBL21074042

Chemical Property of 1,6-Anhydro-beta-D-glucofuranose

Chemical Property:

• PSA: 79.15000
• LogP: -2.17580
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 162.05282342
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

1,6-Anhydro-b-D-glucofuranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C2C(C(C(O1)O2)O)O)O
• Isomeric SMILES: C1[C@H]([C@@H]2[C@@H]([C@H]([C@H](O1)O2)O)O)O

Technology Process of 1,6-Anhydro-beta-D-glucofuranose

There total 11 articles about 1,6-Anhydro-beta-D-glucofuranose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 34.9%

D-Glucose (2280-44-6) → 5-hydroxymethyl-2-furfuraldehyde (67-47-0) + α-D-fructofuranose (10489-79-9) + 1,6-Anhydro-β-D-glucohexofuranose (7425-74-3) + levoglucosan (498-07-7)

Guidance literature:

In water; at 360 ℃; for 8h; Further Variations:; Temperatures; feed rates, space times; Product distribution; atmospheric pressure, continuous flow reactor;

DOI:10.1016/j.carres.2008.02.005

Reference yield: 21.0%

alpha-D-glucopyranose (492-62-6) → 5-hydroxymethyl-2-furfuraldehyde (67-47-0) + 1,6-Anhydro-β-D-glucohexofuranose (7425-74-3) + levoglucosan (498-07-7)

Guidance literature:

With Na₂ZrSi₄O₁₁; In dimethyl sulfoxide; at 160 ℃; for 1h; Concentration; Autoclave;

DOI:10.1007/s10562-014-1390-6

Reference yield:

→ β-D-glucose (492-61-5) + 1,6-Anhydro-β-D-glucohexofuranose (7425-74-3) + levoglucosan (498-07-7) + Cellobiose (13360-52-6)

Guidance literature:

Yield given. Further byproducts given. Yields of byproduct given; Irradiation;

DOI:10.1246/cl.1983.481

upstream raw materials:

formic acid

D-glucose

D-Glucose

alpha-D-glucopyranose

Downstream raw materials:

1,6-Anhydro-2,3,5-tri-O-(p-nitrobenzoyl)-β-D-glucofuranose

tris-O-(toluene-4-sulfonyl)-1,6-anhydro-β-D-glucofuranose

Refernces

• 1、 Yue, Chaochao,Rigutto, Marcello S.,Hensen, Emiel J. M.. "Glucose dehydration to 5-hydroxymethylfurfural by a combination of a basic zirconosilicate and a solid acid". . p. 2121 - 2128. Retrieved 2015/02/19.
• 2、 Sasaki, Masahide,Takahashi, Kenji,Haneda, Yui,Satoh, Hiroe,Sasaki, Akiyoshi,Narumi, Atsushi,Satoh, Toshifumi,Kakuchi, Toyoji,Kaga, Harumi. "Thermochemical transformation of glucose to 1,6-anhydroglucose in high-temperature steam". . p. 848 - 854. Retrieved 2008/09/16.