Epicatechin 3-O-(3-O-methylgallate)

Base Information

Chemical Name:Epicatechin 3-O-(3-O-methylgallate)
CAS No.:83104-86-3
Molecular Formula:C23H20 O10
Molecular Weight:456.406
Hs Code.:
DSSTox Substance ID:DTXSID501292655
Nikkaji Number:J907.051F
Wikidata:Q105327797
Metabolomics Workbench ID:21923
ChEMBL ID:CHEMBL158521
Mol file:83104-86-3.mol

Synonyms:epicatechin 3-(3-O-methylgallate)

Suppliers and Price of Epicatechin 3-O-(3-O-methylgallate)

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Arctom
(-)-Epicatechin-3-(3''-O-methyl)gallate
5mg
$ 468.00

Total 8 raw suppliers

Chemical Property of Epicatechin 3-O-(3-O-methylgallate)

Chemical Property:

Melting Point:248-250℃ (decomposition)
PSA：166.14000
LogP:2.83060
XLogP3:1.9
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:5
Exact Mass:456.10564683
Heavy Atom Count:33
Complexity:676

Purity/Quality:

Analysis control,HPLC≥95% ^*data from raw suppliers

(-)-Epicatechin-3-(3''-O-methyl)gallate ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:COC1=CC(=CC(=C1O)O)C(=O)OC2CC3=C(C=C(C=C3OC2C4=CC(=C(C=C4)O)O)O)O
Isomeric SMILES:COC1=CC(=CC(=C1O)O)C(=O)O[C@@H]2CC3=C(C=C(C=C3O[C@@H]2C4=CC(=C(C=C4)O)O)O)O

Technology Process of Epicatechin 3-O-(3-O-methylgallate)

There total 4 articles about Epicatechin 3-O-(3-O-methylgallate) 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: 87.0%

: 1186527-21-8
(2R,3R)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)-chroman-3-yl 3-methoxy-4,5-bis(2-nitrophenylsulfonyloxy)benzoate

: 83104-86-3
(2R,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4-dihydroxyphenyl)-2H-1-benzopyran-3-yl 3,4-dihydroxy-5-methoxybenzoate

Guidance literature:: With caesium carbonate; thiophenol; In acetonitrile; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.bmcl.2009.05.111

Reference yield: 84.0%

: 1186527-10-5
4,5-di(2-nitrobenzenesulfonyloxy)-3-methoxybenzoic acid

: 1186527-20-7
(2R,3R)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychromane-5,7-diyl bis(2-nitrobenzenesulfonate)

: 83104-86-3
(2R,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4-dihydroxyphenyl)-2H-1-benzopyran-3-yl 3,4-dihydroxy-5-methoxybenzoate

Guidance literature:: With caesium carbonate; thiophenol; In acetonitrile; Inert atmosphere;
DOI:10.1038/ja.2016.14

Reference yield:

: 70845-74-8
3,4-bis(benzyloxy)-5-methoxybenzoyl chloride

: 83104-86-3
(2R,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4-dihydroxyphenyl)-2H-1-benzopyran-3-yl 3,4-dihydroxy-5-methoxybenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 300 mg / DMAP / CH₂Cl₂ / 20 °C

2: 80 percent / H₂ / Pd(OH)2/C / tetrahydrofuran; methanol / 6 h / 20 °C

With dmap; hydrogen; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2006.04.010