(2R,3S)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3,4,5-trimethoxybenzoate

Base Information

• Chemical Name: (2R,3S)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3,4,5-trimethoxybenzoate
• CAS No.: 121844-32-4
• Molecular Formula: C₃₀H₃₄O₁₁
• Molecular Weight: 570.593
• Mol file: 121844-32-4.mol

Synonyms:(2R,3S)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3,4,5-trimethoxybenzoate

Chemical Property of (2R,3S)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3,4,5-trimethoxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3,4,5-trimethoxybenzoate

There total 3 articles about (2R,3S)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3,4,5-trimethoxybenzoate 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: 52.2%

Eudesmic acid (118-41-2) + (2R,3R)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-ol (3143-37-1) → (2R,3S)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3,4,5-trimethoxybenzoate (121844-32-4)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b00085

Reference yield:

dimethyl sulfate (77-78-1) + (+)-gallocatechin 3-O-gallate (989-51-5,2596-50-1,4233-96-9,5127-64-0,19065-20-4,107965-88-8,137766-94-0) → (2R,3S)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3,4,5-trimethoxybenzoate (121844-32-4)

Guidance literature:

With potassium carbonate; In acetone; Heating;

Reference yield:

(2R,3R)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3,4,5-trimethoxybenzoate (873936-01-7) → (2R,3S)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3,4,5-trimethoxybenzoate (121844-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol; potassium carbonate / 1,2-dimethoxyethane / 2 h

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere

With methanol; di-isopropyl azodicarboxylate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; 1,2-dimethoxyethane; 2: |Mitsunobu Displacement;

DOI:10.1021/acs.jmedchem.5b00085

upstream raw materials:

dimethyl sulfate

(+)-gallocatechin 3-O-gallate

(2R,3R)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3,4,5-trimethoxybenzoate

Eudesmic acid

Downstream raw materials:

(2R,3S)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-ol