alpha-Sophorose

Base Information

• Chemical Name: alpha-Sophorose
• CAS No.: 20880-64-2
• Molecular Formula: C12H22 O11
• Molecular Weight: 342.3
• European Community (EC) Number: 244-095-9
• UNII: J4T1E9L00P
• Nikkaji Number: J6.338J
• Wikipedia: Sophorose
• Wikidata: Q3045001
• Metabolomics Workbench ID: 71584
• Mol file: 20880-64-2.mol

Synonyms:2-O-beta-D-glucopyranosyl-alpha-D-glucose;sophorose

Chemical Property of alpha-Sophorose

Chemical Property:

• Melting Point: 200°C
• Boiling Point: 700.9 °C at 760 mmHg
• Flash Point: 377.7 °C
• PSA: 189.53000
• Density: 1.76 g/cm³
• LogP: -5.39720
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Heated, Sonicated), Methanol (Slightly), Pyridine (Sparing
• XLogP3: -4.2
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 4
• Exact Mass: 342.11621151
• Heavy Atom Count: 23
• Complexity: 382

Purity/Quality:

98%Min ^*data from raw suppliers

Soyasapogenol A ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of alpha-Sophorose

There total 6 articles about alpha-Sophorose 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: 83.0%

benzyl 2-O-β-D-glucopyranosyl-α-D-glucopyranoside (76819-20-0) → sophorose (20880-64-2)

Guidance literature:

With hydrogen; palladium; In ethanol; for 24h;

DOI:10.1016/S0008-6215(00)84592-9

Reference yield:

benzyl 4,6-O-benzylidene-2-O-β-D-glucopyranosyl-α-D-glucopyranoside (76819-19-7) → sophorose (20880-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / water / acetic acid / 0.25 h / 100 °C

2: 83 percent / hydrogen / palladium black / aq. ethanol / 24 h

With water; hydrogen; palladium; In ethanol; acetic acid;

DOI:10.1016/S0008-6215(00)84592-9

Reference yield:

benzyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside (76819-17-5) → sophorose (20880-64-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / 0.5 M sodium methoxide / methanol / 1 h / Ambient temperature

2: 92 percent / water / acetic acid / 0.25 h / 100 °C

3: 83 percent / hydrogen / palladium black / aq. ethanol / 24 h

With water; hydrogen; sodium methylate; palladium; In methanol; ethanol; acetic acid;

DOI:10.1016/S0008-6215(00)84592-9

upstream raw materials:

benzyl 2-O-β-D-glucopyranosyl-α-D-glucopyranoside

kaempferol 3-O-sophoroside-7-O-β-D-glucopyranoside

benzyl 4,6-O-benzylidene-2-O-β-D-glucopyranosyl-α-D-glucopyranoside

benzyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Downstream raw materials:

rebaudioside D

D-glucose

Refernces

• 1、 Cotton,Fletcher. "". . p. 2892. Retrieved 1961.
• 2、 Baumgertel, Andreas,Grimm, Rudi,Eisenbeiss, Wilhelm,Kreis, Wolfgang. "Purification and characterization of a flavonol 3-O-β heterodisaccharidase from the dried herb of Fagopyrum esculentum Moench". . p. 411 - 418. Retrieved 2007/10/03.
• 3、 Takeo, Ken'ichi. "Synthesis of benzyl α- and β-sophorosides, and benzyl α-laminarabioside". . p. 151 - 157. Retrieved 2007/10/02.