Epicatechin 3-glucoside

Base Information

• Chemical Name: Epicatechin 3-glucoside
• CAS No.: 103303-00-0
• Molecular Formula: C₂₁H₂₄O₁₁
• Molecular Weight: 452.415
• Wikidata: Q105351566
• Mol file: 103303-00-0.mol

Synonyms:Epicatechin 3-glucoside;SCHEMBL23484412;CHEBI:191722;2-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Chemical Property of Epicatechin 3-glucoside

Chemical Property:

• XLogP3: -1.2
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 4
• Exact Mass: 452.13186158
• Heavy Atom Count: 32
• Complexity: 623

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC4C(C(C(C(O4)CO)O)O)O

Technology Process of Epicatechin 3-glucoside

There total 1 articles about Epicatechin 3-glucoside 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: 94.0%

5,7,3',4'-tetra-O-benzyl-(-)-epicatechin-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside → (-)-epi-catechin 3-O-β-D-glucopyranoside (103303-00-0)

Guidance literature:

With hydrogen; palladium(II) hydroxide; In methanol; ethyl acetate; at 20 ℃; for 4h;

DOI:10.1002/anie.201304830

Reference yield:

(-)-epi-catechin 3-O-β-D-glucopyranoside (103303-00-0) → D-Glucose (2280-44-6) + (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol (490-46-0)

Guidance literature:

With crude hesperidinase enzym; In water; at 37 ℃; Product distribution;

DOI:10.1248/cpb.34.633

Reference yield:

(-)-epi-catechin 3-O-β-D-glucopyranoside (103303-00-0) + dimethyl sulfate (77-78-1) → (2R,3R,4S,5S,6R)-2-[(2R,3R)-2-(3,4-Dimethoxy-phenyl)-5,7-dimethoxy-chroman-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (20728-91-0,103302-33-6,121916-10-7,121916-11-8)

Guidance literature:

With potassium carbonate; In acetone; for 3h; Yield given; Heating;

DOI:10.1248/cpb.34.633

Downstream raw materials:

D-Glucose

(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol

(2R,3R,4S,5S,6R)-2-[(2R,3R)-2-(3,4-Dimethoxy-phenyl)-5,7-dimethoxy-chroman-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol