Catechin 5-glucoside

Base Information

• Chemical Name: Catechin 5-glucoside
• CAS No.: 88126-53-8
• Molecular Formula: C₂₁H₂₄O₁₁
• Molecular Weight: 452.415
• Wikidata: Q105373657

Synonyms:Catechin 5-glucoside;(+)-Catechin-5-O-beta-D-glucopyranoside;CHEBI:191418;2-[[2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-5-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Chemical Property of Catechin 5-glucoside

Chemical Property:

• XLogP3: -1.4
• 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=C1C(=CC(=C2)O)OC3C(C(C(C(O3)CO)O)O)O)C4=CC(=C(C=C4)O)O)O

Technology Process of Catechin 5-glucoside

There total 1 articles about Catechin 5-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:

(+)-pentaacetylcatechin (16198-01-9) + 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl 1-(N-phenyl)-2,2,2-trifluoroacetimidate (942428-83-3) → (+)-catechin 4'-O-β-D-glucopyranoside (105330-52-7) + (+)-catechin 3'-O-β-D-glucopyranoside (105330-51-6) + (+)-epicatechin 5-O-β-D-glucopyranoside (88126-53-8) + 3-O-<β-D-glucopyranosyl>-catechin

Guidance literature:

(+)-pentaacetylcatechin; With 1H-imidazole; thiophenol; In 1-methyl-pyrrolidin-2-one; at 0 - 20 ℃;

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl 1-(N-phenyl)-2,2,2-trifluoroacetimidate; With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃;

With sodium methylate; In methanol; dichloromethane; at 0 ℃; for 4.5h; Inert atmosphere;

DOI:10.1021/jf9034095

Reference yield:

(+)-epicatechin 5-O-β-D-glucopyranoside (88126-53-8) → D-glucose (50-99-7) + catechin (154-23-4)

Guidance literature:

With hesperidinase; In water; at 37 ℃; for 0.5h;

DOI:10.1016/0031-9422(83)80105-8

Reference yield:

(+)-epicatechin 5-O-β-D-glucopyranoside (88126-53-8) + dimethyl sulfate (77-78-1) → 7,3',4'-tri-O-methyl-(+)-catechin 5-C-β-D-glucopyeanoside (88126-54-9)

Guidance literature:

With potassium carbonate; In acetone; for 3h;

DOI:10.1016/0031-9422(83)80105-8

upstream raw materials:

(+)-pentaacetylcatechin

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl 1-(N-phenyl)-2,2,2-trifluoroacetimidate

Downstream raw materials:

7,3',4'-tri-O-methyl-(+)-catechin 5-C-β-D-glucopyeanoside

D-glucose

catechin

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