alpha-D-fructofuranose

Base Information

• Chemical Name: alpha-D-fructofuranose
• CAS No.: 10489-79-9
• Molecular Formula: C6H12 O6
• Molecular Weight: 180.158
• UNII: 39H3P71QRA
• DSSTox Substance ID: DTXSID401315852
• Nikkaji Number: J367.229H
• Wikidata: Q27117237
• Metabolomics Workbench ID: 55671
• ChEMBL ID: CHEMBL4748482
• Mol file: 10489-79-9.mol

Synonyms:alpha-D-fructofuranose;10489-79-9;a-d-fructofuranose;.alpha.-D-Fructofuranose;39H3P71QRA;(2S,3S,4S,5R)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol;Z9N;UNII-39H3P71QRA;Fructofuranose, .alpha.-D-;SCHEMBL240001;CHEMBL4748482;CHEBI:37720;DTXSID401315852;alpha-D-fructose;D-fructose;fructose;Q27117237

Chemical Property of alpha-D-fructofuranose

Chemical Property:

• XLogP3: -2.3
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 180.06338810
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(O1)(CO)O)O)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@@](O1)(CO)O)O)O)O

Technology Process of alpha-D-fructofuranose

There total 49 articles about alpha-D-fructofuranose 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: 82.0%

Sucrose (57-50-1) → 2,5-diformylfurane (823-82-5,163857-09-8) + 5-hydroxymethyl-2-furfuraldehyde (67-47-0) + α-D-fructofuranose (10489-79-9)

Guidance literature:

With FeVO₄ supported -SO₃H functionalized polyaniline; In dimethyl sulfoxide; at 119.84 ℃; for 6h;

DOI:10.1016/j.mcat.2018.12.017

Reference yield: 68.0%

β-D-glucose (492-61-5) → 5-hydroxymethyl-2-furfuraldehyde (67-47-0) + α-D-fructofuranose (10489-79-9)

Guidance literature:

chromium dichloride; In 1-ethyl-3-methyl-1H-imidazol-3-ium chloride; Product distribution / selectivity;

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

upstream raw materials:

methanol

Sucrose

p-cresol

ethanol

Downstream raw materials:

5-chloromethylfurfural

5-hydroxymethyl-2-furfuraldehyde

levulinic acid

5-bromomethyl-furan-2-carbaldehyde

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 2014.
• 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.
• 3、 Li, Chao,Li, Lei,Feng, Zhiyuan,Guan, Lijun,Lu, Fuping,Qin, Hui-Min. "Two-step biosynthesis of D-allulose via a multienzyme cascade for the bioconversion of fruit juices". . . Retrieved 2021/04/27.
• 4、 Aho, Atte,Lassfolk, Robert,Leino, Reko,Murzin, Dmitry Yu.. "Hydrogenation of crude and purified d-glucosone generated by enzymatic oxidation of d-glucose". . p. 30476 - 30480. Retrieved 2020/09/11.