3-Ketosucrose

Base Information

• Chemical Name: 3-Ketosucrose
• CAS No.: 1883-12-1
• Molecular Formula: C12H20 O11
• Molecular Weight: 340.284
• DSSTox Substance ID: DTXSID80172178
• Nikkaji Number: J680.762C
• Wikidata: Q27102396
• Metabolomics Workbench ID: 50911
• Mol file: 1883-12-1.mol

Synonyms:3-ketosucrose;3-oxosucrose

Chemical Property of 3-Ketosucrose

Chemical Property:

• Vapor Pressure: 8.52E-25mmHg at 25°C
• Boiling Point: 732.9°C at 760 mmHg
• Flash Point: 276.4°C
• PSA: 186.37000
• Density: 1.77g/cm³
• LogP: -5.18740
• XLogP3: -3.3
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 340.10056145
• Heavy Atom Count: 23
• Complexity: 431

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(O1)(CO)OC2C(C(=O)C(C(O2)CO)O)O)O)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@](O1)(CO)O[C@@H]2[C@@H](C(=O)[C@@H]([C@H](O2)CO)O)O)O)O)O

Technology Process of 3-Ketosucrose

There total 3 articles about 3-Ketosucrose 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: 50.0%

Sucrose (57-50-1) → 3-ketosucrose (1883-12-1)

Guidance literature:

With [(2,9-dimethyl-1,10-phenanthroline)-Pd(μ-OAc)]₂(OTf)₂; p-benzoquinone; In dimethylsulfoxide-d6; for 1h; regioselective reaction;

DOI:10.1039/c6ob00608f

Reference yield: 5.6%

3-ketoglucose + Sucrose (57-50-1) → 3-ketosucrose (1883-12-1)

Guidance literature:

With recombinant fructosyltransferase protein extract; In phosphate buffer; pH=6.0;

DOI:10.1016/j.carres.2006.07.001

Reference yield:

Sucrose (57-50-1) → 3-ketosucrose (1883-12-1) + β-D-fructofuranosyl α-D-arabino-hexopyranosidulose (78261-84-4)

Guidance literature:

With Agrobacterium tumefaciens;

DOI:10.1016/S0008-6215(00)80403-6

upstream raw materials:

Sucrose

Downstream raw materials:

(+)-(2R,3R)-3,5-dihydroxy-2-hydroxymethyl-2,3-dihydro-4H-pyran-4-one

(+)-(2R,3R)-3,5-Bis(benzoyloxy)-2-(benzoyloxymethyl)-2,3-dihydro-4H-pyran-4-one

3-(N-tert-butoxycarbonyl-L-aspartic acid-4-amido-1-benzyl ester)-3-deoxy-α-D-allopyranosyl β-D-fructofuranoside

allo-sucrose octaacetate

Refernces

• 1、 Daude, David,Champion, Elise,Morel, Sandrine,Guieysse, David,Remaud-Simeon, Magali,Andre, Isabelle. "Probing substrate promiscuity of amylosucrase from neisseria polysaccharea". . p. 2288 - 2295. Retrieved 2013/08/23.
• 2、 Hough, Leslie,O'Brien, Eugene. "β-D-Fructofuranosyl α-D-arabino-hexopyranosid-2-ulose (2-ketosucrose)". . p. 314 - 318. Retrieved 2007/10/02.