(2R,3S,4S)-2,3-trans-3,4-cis-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol

Base Information

• Chemical Name: (2R,3S,4S)-2,3-trans-3,4-cis-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol
• CAS No.: 78284-53-4
• Molecular Formula: C₂₇H₃₀O₈
• Molecular Weight: 482.53
• Mol file: 78284-53-4.mol

Synonyms:(2R,3S,4S)-2,3-trans-3,4-cis-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol

Chemical Property of (2R,3S,4S)-2,3-trans-3,4-cis-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4S)-2,3-trans-3,4-cis-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol

There total 2 articles about (2R,3S,4S)-2,3-trans-3,4-cis-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol 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:

3’,4’,5,7-tetra-O-methyl-4β-hydroxycatechin (35499-74-2) + 1,3-Dimethoxybenzene (151-10-0) → (2R,3S,4R)-2,3-trans-3,4-trans-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol (78284-46-5) + (2R,3S,4S)-2,3-trans-3,4-cis-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol (78284-53-4)

Guidance literature:

With sodium tetrachloroaurate(III) dihyrate; In dichloromethane; at 20 ℃; for 12h; Overall yield = 58 %; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2014.11.011

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (2R,3S,4R)-2,3-trans-3,4-trans-4-(2,4-Dihydroxyphenyl)-3',4',5,7-tetrahydroxyflavan-3-ol (125136-17-6) → (2R,3S,4R)-2,3-trans-3,4-trans-3,3',4',5,7-pentamethoxy-4-(2,4-dimethoxyphenyl)flavan (78284-45-4) + (2R,3S,4R)-2,3-trans-3,4-trans-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol (78284-46-5) + (2R,3S,4S)-2,3-trans-3,4-cis-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol (78284-53-4)

Guidance literature:

In methanol; diethyl ether; at -15 ℃; for 48h;

DOI:10.1039/P19810001213

Reference yield:

acetic anhydride (108-24-7) + (2R,3S,4S)-2,3-trans-3,4-cis-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol (78284-53-4) → (2R,3S,4S)-2,3-trans-3,4-cis-3-acetoxy-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan (78284-54-5)

Guidance literature:

In pyridine;

DOI:10.1039/P19810001213

upstream raw materials:

diazomethane

(2R,3S,4R)-2,3-trans-3,4-trans-4-(2,4-Dihydroxyphenyl)-3',4',5,7-tetrahydroxyflavan-3-ol

3’,4’,5,7-tetra-O-methyl-4β-hydroxycatechin

1,3-Dimethoxybenzene

Downstream raw materials:

(2R,3S,4S)-2,3-trans-3,4-cis-3-acetoxy-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan