beta-D-fructofuranose

Base Information

• Chemical Name: beta-D-fructofuranose
• CAS No.: 470-23-5
• Molecular Formula: C₆H₁₂O₆
• Molecular Weight: 180.158
• NSC Number: 760385
• UNII: B986VTP17J
• DSSTox Substance ID: DTXSID60859011
• Nikkaji Number: J450.088A
• Wikidata: Q27103808
• NCI Thesaurus Code: C81024
• ChEMBL ID: CHEMBL604608
• Mol file: 470-23-5.mol

Synonyms:beta-D-fructofuranose;beta-Levulose;beta-D-Fructose;470-23-5;beta-Fruit sugar;(2R,3S,4S,5R)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol;Fructooligosaccharides;beta-D-Arabino-hexulose;53188-23-1;b-D-Fructofuranose;CHEBI:28645;B986VTP17J;NSC-760385;.beta.-D-Fructofuranose;Fructon;delta-Fructose;Sugar fruit fine;Beta-delta-fructose;Frutooligosaccharides;delta-(-)-Fructose;Dietade Dietary Foods;2x7x;Beta-delta-fructofuranose;Beta-delta-arabino-hexulose;SCHEMBL3966;(2->1)-beta-D-fructan;Fructofuranose, .beta.-D-;(2,1-beta-D-Fructosyl)n;Topiramate impurity, fructose-;CHEMBL604608;CHEBI:29084;.BETA.-D.-FRUCTOFURANOSE;DTXSID60859011;Pharmakon1600-01301021;(2R,3S,4S,5R)-2,5-bis(hydroxymethyl)tetrahydrofuran-2,3,4-triol;BDBM50249032;NSC760385;AKOS026676646;NCGC00248823-01;LS-69767;beta-D-fructofuranose (closed ring structure);C02336;J-500988;Q27103808;F8889-8688;WURCS=2.0/1,1,0/[ha122h-2b_2-5]/1/;(2R,3S,4S,5R)-2,5-Bis(hydroxymethyl)-oxolane-2,3,4-triol;TTV

Chemical Property of beta-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
• Recent ClinicalTrials: Gastrointestinal And Metabolic Effects From a Prebiotic, Lifting, and Aerobic iNtervention

Technology Process of beta-D-fructofuranose

There total 69 articles about beta-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) → β-D-glucose (492-61-5) + D-fructose (470-23-5)

Guidance literature:

With water; at 79.84 ℃; for 0.5h;

DOI:10.1039/b810346a

Reference yield: 53.0%

inulin from dahlia tubers → 5-hydroxymethyl-2-furfuraldehyde (67-47-0) + D-fructose (470-23-5)

Guidance literature:

With carbon dioxide; water; at 180 ℃; for 1.5h; under 45004.5 Torr; Autoclave;

DOI:10.1039/c002553d

Reference yield: 51.0%

Sucrose (57-50-1) → 5-hydroxymethyl-2-furfuraldehyde (67-47-0) + D-Glucose (2280-44-6) + D-fructose (470-23-5)

Guidance literature:

With H-Beta catalyst; In dimethyl sulfoxide; at 119.84 ℃; for 1h; Inert atmosphere; Green chemistry;

DOI:10.1016/j.mcat.2018.11.001

upstream raw materials:

methanol

Sucrose

p-cresol

ethanol

Downstream raw materials:

methyl β-fructopyranoside

methyl β-D-fructofuranoside

methyl α-D-fructofuranoside

2,3;4,5-di-O-isopropylidene-β-D-fructopyranose

Refernces

• 1、 Barclay, Thomas,Ginic-Markovic, Milena,Johnston, Martin R.,Cooper, Peter D.,Petrovsky, Nikolai. "Analysis of the hydrolysis of inulin using real time 1H NMR spectroscopy". . p. 117 - 125. Retrieved 2012.
• 2、 Oozeerally, Ryan,Burnett, David L.,Chamberlain, Thomas W.,Walton, Richard I.,Degirmenci, Volkan. "Exceptionally Efficient and Recyclable Heterogeneous Metal–Organic Framework Catalyst for Glucose Isomerization in Water". . p. 706 - 709. Retrieved 2018.
• 3、 Otomo, Ryoichi,Yokoi, Toshiyuki,Tatsumi, Takashi. "OSDA-Free Zeolite Beta with High Aluminum Content Efficiently Catalyzes a Tandem Reaction for Conversion of Glucose to 5-Hydroxymethylfurfural". . p. 4180 - 4187. Retrieved 2015.
• 4、 Nomura, Koji,Sugimoto, Kazuhisa,Nishiura, Hiromi,Ohdan, Kohji,Nishimura, Takahisa,Hayashi, Hideo,Kuriki, Takashi. "Glucosylation of acetic acid by sucrose phosphorylase". . p. 82 - 87. Retrieved 2008.
• 5、 Ji, Peijun,Jiao, Lutong,Meng, Han,Wang, Chenyu. "Bifunctional heterogeneous catalysts derived from the coordination of adenosine monophosphate to Sn(iv) for effective conversion of sucrose to 5-hydroxymethylfurfural". . p. 630 - 640. Retrieved 2022/02/09.
• 6、 Ferri,Campisi,Carniti,Gervasini,Shen. "Tunable acidity in mesoporous carbons for hydrolysis reactions". supporting information. p. 5873 - 5883. Retrieved 2020/04/29.