(2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,5-dihydroxy-4-methoxybenzoate

Base Information

• Chemical Name: (2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,5-dihydroxy-4-methoxybenzoate
• CAS No.: 360059-39-8
• Molecular Formula: C₂₃H₂₀O₁₁
• Molecular Weight: 472.405

Synonyms:(2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,5-dihydroxy-4-methoxybenzoate

Chemical Property of (2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,5-dihydroxy-4-methoxybenzoate

Chemical Property:

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Technology Process of (2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,5-dihydroxy-4-methoxybenzoate

There total 3 articles about (2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,5-dihydroxy-4-methoxybenzoate 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: 71.0%

3,5-di(2-nitrobenzenesulfonyloxy)-4-methoxybenzoic acid (1186527-08-1) + 5-((2S,3R)-3-hydroxy-5,7-bis(2-nitrophenylsulfonyloxy)chroman-2-yl)benzene-1,2,3-triyl tris(2-nitrobenzenesulfonate) (1186527-23-0) → (2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,5-dihydroxy-4-methoxybenzoate (360059-39-8,224434-07-5)

Guidance literature:

With caesium carbonate; thiophenol; In acetonitrile; Inert atmosphere;

DOI:10.1038/ja.2016.14

Reference yield: 42.6%

(-)-gallocatechin 3-gallate (989-51-5,2596-50-1,4233-96-9,5127-64-0,19065-20-4,107965-88-8,137766-94-0) + methyl iodide (74-88-4) → (2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,5-dihydroxy-4-methoxybenzoate (360059-39-8,224434-07-5)

Guidance literature:

With sodium acetate; In N,N-dimethyl-formamide; at 100 ℃; for 0.0833333h;

Reference yield:

5-(2S,3R)-5,7-bis(2-nitrophenylsulfonyloxy)-2-(3,4,5-tris(2-nitrophenylsulfonyloxy)phenyl)chroman-3-yl 4-methoxy-3,5-bis(2-nitrophenylsulfonyloxy)benzoate (1186527-25-2) → (2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,5-dihydroxy-4-methoxybenzoate (360059-39-8,224434-07-5)

Guidance literature:

With caesium carbonate; thiophenol; In acetonitrile; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2009.05.111

upstream raw materials:

5-(2S,3R)-5,7-bis(2-nitrophenylsulfonyloxy)-2-(3,4,5-tris(2-nitrophenylsulfonyloxy)phenyl)chroman-3-yl 4-methoxy-3,5-bis(2-nitrophenylsulfonyloxy)benzoate

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

5-((2S,3R)-3-hydroxy-5,7-bis(2-nitrophenylsulfonyloxy)chroman-2-yl)benzene-1,2,3-triyl tris(2-nitrobenzenesulfonate)

(-)-gallocatechin 3-gallate

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