procyanidin B-2 digallate

Base Information

• Chemical Name: procyanidin B-2 digallate
• CAS No.: 134054-57-2
• Molecular Formula: C₄₄H₃₄O₂₀
• Molecular Weight: 882.742

Synonyms:

Chemical Property of procyanidin B-2 digallate

Chemical Property:

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Technology Process of procyanidin B-2 digallate

There total 12 articles about procyanidin B-2 digallate 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: 100.0%

5,7,3',4'-tetra-O-benzyl-3-O-(3,4,5-tri-O-benzylgalloyl)-(-)-epicatechin-(4β,8β)-[5,7,3',4'-tetra-O-benzyl-3-O-(3,4,5-tri-O-benzylgalloyl)-(-)-epicatechin] (223387-33-5) → procyanidin B2-3,3'-di-O-gallate (79907-44-1,123051-12-7,134054-57-2)

Guidance literature:

With hydrogen; palladium(II) hydroxide; In tetrahydrofuran; methanol; water; for 5h;

DOI:10.1016/j.bmcl.2013.06.061

Reference yield: 90.0%

5,7,3',4'-tetra-O-benzyl-(-)-epicatechin-(4β,8)-[5,7,3',4'-tetra-O-benzyl-(-)-epicatechin] (223387-28-8) → procyanidin B2-3,3'-di-O-gallate (79907-44-1,123051-12-7,134054-57-2)

Guidance literature:

5,7,3',4'-tetra-O-benzyl-(-)-epicatechin-(4β,8)-[5,7,3',4'-tetra-O-benzyl-(-)-epicatechin]; With pyridine; dmap; 3,4,5-tris(benzyloxy)benzoyl chloride; at 20 ℃;

With hydrogen; palladium dihydroxide; In tetrahydrofuran; methanol; water; under 750.06 Torr;

DOI:10.1021/ja993020d

Reference yield: 71.0%

5,7,3',4'-tetra-O-benzyl-3-O-(3,4,5-tri-O-benzylgalloyl)-(-)-epicatechin-(4β,8β)-[5,7,3',4'-tetra-O-benzyl-3-O-(3,4,5-tri-O-benzylgalloyl)-(-)-epicatechin] (223387-33-5) → procyanidin B-2 digallate (79907-44-1,123051-12-7,134054-57-2)

Guidance literature:

With hydrogen; 20% Pd(OH)2 on carbon; In tetrahydrofuran; methanol; water; for 1.25h; under 750.075 Torr;

upstream raw materials:

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

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

5,7,3',4'-tetra-O-benzyl-(+)-catechin

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

Downstream raw materials:

C₇₂H₆₂O₃₄

procyanidin B₂

3,4,5-trihydroxybenzoic acid

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