(+/-)-Epicatechin

Base Information

• Chemical Name: (+/-)-Epicatechin
• CAS No.: 17334-50-8
• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.273
• NSC Number: 81162,81161
• Nikkaji Number: J3.322.115K
• Wikidata: Q105207974
• Mol file: 17334-50-8.mol

Synonyms:Epicatechol, (-)-;(.+-.)-Epicatechol;SCHEMBL13350313;NSC81162;NSC-81162;2H-1-Benzopyran-3,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-cis)-

Chemical Property of (+/-)-Epicatechin

Chemical Property:

• Vapor Pressure: 9.29E-17mmHg at 25°C
• Boiling Point: 630.4°Cat760mmHg
• Flash Point: 335°C
• PSA: 110.38000
• Density: 1.593g/cm³
• LogP: 1.54610
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 290.07903816
• Heavy Atom Count: 21
• Complexity: 364

Purity/Quality:

99% ^*data from raw suppliers

(+-)-Epicatechin ≥97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)O
• Isomeric SMILES: C1[C@H](C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)O

Technology Process of (+/-)-Epicatechin

There total 31 articles about (+/-)-Epicatechin 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: 89.0%

leucocyanidin (15963-96-9) → catechin (154-23-4,490-46-0,7295-85-4,17334-50-8,18829-70-4,35323-91-2,72690-97-2,13392-26-2)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In methanol; for 6h;

Reference yield: 65.0%

racemic 5,7,3',4'-tetra-O-benzyl-(+/-)-catechin (896121-49-6) → catechin (154-23-4,490-46-0,7295-85-4,17334-50-8,18829-70-4,35323-91-2,72690-97-2,13392-26-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; at 20 - 55 ℃;

Reference yield: 49.0%

2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)-2H-1-benzopyran (1392108-91-6) → (+/-)-epicatechin (154-23-4,490-46-0,7295-85-4,13392-26-2,17334-50-8,18829-70-4,35323-91-2,72690-97-2) + catechin (7295-85-4)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; ethyl acetate; at 60 - 70 ℃; for 48h; Inert atmosphere;

upstream raw materials:

(-)-catechin

leucocyanidin

3,3',4',5,7-pentahydroxy flavanone

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

Downstream raw materials:

(-)-catechin

catechin

C₉H₅O₅C₆H₅OH₄CH₂

(+)-epicatechin

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