beta-D-fructofuranosyl alpha-D-mannopyranoside

Base Information

• Chemical Name: beta-D-fructofuranosyl alpha-D-mannopyranoside
• CAS No.: 79324-70-2
• Molecular Formula: C₁₂H₂₂O₁₁
• Molecular Weight: 342.3
• DSSTox Substance ID: DTXSID501278718
• Nikkaji Number: J2.206.067H
• Wikidata: Q27122800
• Metabolomics Workbench ID: 57917
• Mol file: 79324-70-2.mol

Synonyms:beta-fructofuranosyl-2-1-alpha-mannopyranoside;beta-fructofuranosyl-alpha-mannopyranoside;mannosucrose;mannosylfructose

Chemical Property of beta-D-fructofuranosyl alpha-D-mannopyranoside

Chemical Property:

• Vapor Pressure: 1.79E-22mmHg at 25°C
• Boiling Point: 697.1°C at 760 mmHg
• Flash Point: 375.4°C
• PSA: 189.53000
• Density: 1.77g/cm³
• LogP: -5.39560
• XLogP3: -3.7
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 342.11621151
• Heavy Atom Count: 23
• Complexity: 395

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)O)CO)O)O)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)CO)O)O)CO)O)O)O)O

Technology Process of beta-D-fructofuranosyl alpha-D-mannopyranoside

There total 16 articles about beta-D-fructofuranosyl alpha-D-mannopyranoside 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: 99.0%

1,3,4,6-tetra-O-acetyl-β-D-fructofuranosyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside (40039-10-9) → sucrose (57-50-1,4217-76-9,13322-96-8,27641-21-0,56086-34-1,57651-76-0,69257-56-3,79324-70-2,92184-34-4,92240-93-2,146339-72-2)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tet.2005.05.063

Reference yield: 80.0%

1,3,4,6-tetra-O-pivaloyl-β-D-fructofuranosyl 4-O-benzoyl-2,3,6-tri-O-pivaloyl-α-D-galactopyranoside (90699-76-6) → sucrose (57-50-1,4217-76-9,13322-96-8,27641-21-0,56086-34-1,57651-76-0,69257-56-3,79324-70-2,92184-34-4,92240-93-2,146339-72-2)

Guidance literature:

With methanol; sodium methylate; for 24h; Ambient temperature;

Reference yield: 61.0%

D-Galactose (10257-28-0) + Sucrose (57-50-1) → sucrose (57-50-1,4217-76-9,13322-96-8,27641-21-0,56086-34-1,57651-76-0,69257-56-3,79324-70-2,92184-34-4,92240-93-2,146339-72-2)

Guidance literature:

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

DOI:10.1016/j.carres.2006.07.001

upstream raw materials:

D-Galactose

D-raffinose

1,3,4,6-tetra-O-pivaloyl-β-D-fructofuranosyl 4-O-benzoyl-2,3,6-tri-O-pivaloyl-α-D-galactopyranoside

Sucrose

Downstream raw materials:

β-D-glucopyranosyl-(1→6)-arbutin

Refernces

• 1、 Ueda, Atsushi,Yamashita, Takanori,Uenishi, Jun'ichi. "Synthesis of galacto-and mannosucroses". experimental part. p. 1711 - 1720. Retrieved 2011/04/15.
• 2、 Seibel, Juergen,Moraru, Roxana,Goetze, Sven,Buchholz, Klaus,Na'amnieh, Shukrallah,Pawlowski, Alice,Hecht, Hans-Juergen. "Synthesis of sucrose analogues and the mechanism of action of Bacillus subtilis fructosyltransferase (levansucrase)". . p. 2335 - 2349. Retrieved 2007/10/03.