[4,8:4'',8'']-2,3-cis-3,4-trans: 2'',3''-cis-3'',4''-trans: 2'''',3''''-cis-dodeca-O-benzyl-tri-(-)-epicatechin

Base Information

• Chemical Name: [4,8:4'',8'']-2,3-cis-3,4-trans: 2'',3''-cis-3'',4''-trans: 2'''',3''''-cis-dodeca-O-benzyl-tri-(-)-epicatechin
• CAS No.: 223387-30-2
• Molecular Formula: C₁₂₉H₁₁₀O₁₈
• Molecular Weight: 1948.28
• Mol file: 223387-30-2.mol

Synonyms:[4,8:4'',8'']-2,3-cis-3,4-trans: 2'',3''-cis-3'',4''-trans: 2'''',3''''-cis-dodeca-O-benzyl-tri-(-)-epicatechin

Chemical Property of [4,8:4'',8'']-2,3-cis-3,4-trans: 2'',3''-cis-3'',4''-trans: 2'''',3''''-cis-dodeca-O-benzyl-tri-(-)-epicatechin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [4,8:4'',8'']-2,3-cis-3,4-trans: 2'',3''-cis-3'',4''-trans: 2'''',3''''-cis-dodeca-O-benzyl-tri-(-)-epicatechin

There total 9 articles about [4,8:4'',8'']-2,3-cis-3,4-trans: 2'',3''-cis-3'',4''-trans: 2'''',3''''-cis-dodeca-O-benzyl-tri-(-)-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: 99.0%

tris(3-O-acetyl-5,7,3',4'-tetra-O-benzyl)epicatechin (4β,8)2-trimer → [4,8:4'',8'']-2,3-cis-3,4-trans: 2'',3''-cis-3'',4''-trans: 2'''',3''''-cis-dodeca-O-benzyl-tri-(-)-epicatechin (223387-30-2)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; In tetrahydrofuran; at 20 ℃; for 94h;

DOI:10.1021/jo020393f

Reference yield: 92.0%

5,7,3',4'-tetra-O-benzylepicatechin (87292-49-7) + 5,7,3',4'-tetra-O-benzyl-4β-(2-hydroxyethoxy)epicatechin (256236-25-6) → 5,7,3',4'-tetra-O-benzyl-(-)-epicatechin-(4β,8)-[5,7,3',4'-tetra-O-benzyl-(-)-epicatechin] (223387-28-8) + [4,8:4'',8'']-2,3-cis-3,4-trans: 2'',3''-cis-3'',4''-trans: 2'''',3''''-cis-dodeca-O-benzyl-tri-(-)-epicatechin (223387-30-2)

Guidance literature:

With Bentonite K-10; In dichloromethane; at 6 - 12 ℃; for 1h;

DOI:10.1021/jo020393f

Reference yield: 91.0%

5,7,3',4'-tetra-O-benzyl-(-)-epicatechin-(4β,8)-[5,7,3',4'-tetra-O-benzyl-(-)-epicatechin] (223387-28-8) + (2R,3R,4S)-5,7,3',4'-tetrabenzyloxy-4-(2''-ethoxyethoxy)flavan-3-ol (664351-39-7) → [4,8:4'',8'']-2,3-cis-3,4-trans: 2'',3''-cis-3'',4''-trans: 2'''',3''''-cis-dodeca-O-benzyl-tri-(-)-epicatechin (223387-30-2)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 ℃;

DOI:10.1055/s-2004-822905

upstream raw materials:

5,7,3',4'-tetra-O-benzylepicatechin

5,7,3',4'-tetra-O-benzyl-4β-(2-hydroxyethoxy)epicatechin

5,7,3',4'-tetra-O-benzyl-(-)-epicatechin-(4β,8)-[5,7,3',4'-tetra-O-benzyl-(-)-epicatechin]

(2R,3R,4S)-5,7,3',4'-tetrabenzyloxy-4-(2''-ethoxyethoxy)flavan-3-ol

Downstream raw materials:

procyanidin C₁