1,5-Anhydro-D-fructose

Base Information

• Chemical Name: 1,5-Anhydro-D-fructose
• CAS No.: 75414-43-6
• Molecular Formula: C6H10O5
• Molecular Weight: 162.142
• DSSTox Substance ID: DTXSID10996864
• Nikkaji Number: J398.667E
• Wikidata: Q27102040
• Metabolomics Workbench ID: 68161
• ChEMBL ID: CHEMBL1234723
• Mol file: 75414-43-6.mol

Synonyms:1,5-anhydro-D-fructose;1,5-anhydrofructose

Chemical Property of 1,5-Anhydro-D-fructose

Chemical Property:

• Vapor Pressure: 3.02E-08mmHg at 25°C
• Melting Point: 44-47°C
• Boiling Point: 405°Cat760mmHg
• Flash Point: 176.1°C
• PSA: 86.99000
• Density: 1.521g/cm³
• LogP: -2.33160
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Methanol (Slightly), Water (Sparingly)
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 162.05282342
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

1,5-Anhydro-D-fructose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)C(C(C(O1)CO)O)O
• Isomeric SMILES: C1C(=O)[C@H]([C@@H]([C@H](O1)CO)O)O

Technology Process of 1,5-Anhydro-D-fructose

There total 15 articles about 1,5-Anhydro-D-fructose 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: 94.0%

2,3-O-isopropylidene-1,5-anhydro-β-D-fructopyranose → 1,5-D-anhydrofructose (75414-43-6)

Guidance literature:

2,3-O-isopropylidene-1,5-anhydro-β-D-fructopyranose; With water; acetic acid; at 65 ℃; for 0.25h;

With methanol; at 0 ℃; for 2h; Product distribution / selectivity;

Reference yield: 94.0%

1,5-anhydro-2,3-O-isopropylidene-β-D-fructopyranose (871507-90-3) → 1,5-D-anhydrofructose (75414-43-6)

Guidance literature:

With acetic acid; at 65 ℃; for 0.25h;

DOI:10.1016/j.carres.2007.02.026

Reference yield: 91.0%

3,4,6-tri-O-benzyl-1,5-anhydro-D-fructose (1017968-98-7) → 1,5-D-anhydrofructose (75414-43-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 48h;

DOI:10.1016/j.tetasy.2008.01.019

upstream raw materials:

1,5-anhydro-D-fructose diethyldithioacetal

oxime of 1,5-anhydro-D-fructose

1,5-anhydro-D-glucitol

1,5-anhydro-2,3-O-isopropylidene-β-D-fructopyranose

Downstream raw materials:

1,5-anhydro-6-O-dodecanoyl-D-fructose

1,5-anhydro-D-fructose O-benzyloxime

1,5-anhydro-D-erythro-hex-2,3-diulose

1,5-anhydro-D-ribo-hex-3-ulose

Refernces

• 1、 Takakura, Yoshimitsu,Kuwata, Shigeru. "Purification, characterization, and molecular cloning of a pyranose oxidase from the fruit body of the basidiomycete, Tricholoma matsutake". . p. 2598 - 2607. Retrieved 2003.
• 2、 Dekany, Gyula,Lundt, Inge,Niedermair, Fabian,Bichler, Sabine,Spreitz, Josef,(Fitz) Sprenger, Friedrich K.,Stuetz, Arnold E.. "1,5-Anhydro-d-fructose from d-fructose". . p. 1249 - 1253. Retrieved 2008/02/02.