(2R,3R)-3-O-acetyl-5,7,3',4'-tetra-O-methyltaxifolin

Base Information

• Chemical Name: (2R,3R)-3-O-acetyl-5,7,3',4'-tetra-O-methyltaxifolin
• CAS No.: 13650-85-6
• Molecular Formula: C₂₁H₂₂O₈
• Molecular Weight: 402.401
• Mol file: 13650-85-6.mol

Synonyms:

Chemical Property of (2R,3R)-3-O-acetyl-5,7,3',4'-tetra-O-methyltaxifolin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-3-O-acetyl-5,7,3',4'-tetra-O-methyltaxifolin

There total 7 articles about (2R,3R)-3-O-acetyl-5,7,3',4'-tetra-O-methyltaxifolin 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%

acetic anhydride (108-24-7) + (+)-3',4',5,7-tetra-O-methyl-2,3-trans-dihydroquercetin (6563-36-6,15507-40-1,35492-17-2,88453-12-7,115728-46-6) → (2R,3R)-3-O-acetyl-5,7,3',4'-tetra-O-methyltaxifolin (13650-85-6,22469-40-5,63783-72-2,115648-16-3)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1021/ja3001584

Reference yield: 26.0%

(+)-catechin tetramethyl ether acetate (58065-35-3) → 2,3-trans-3-acetoxy-4-hydroxy-5,7,3',4'-tetramethoxyflavan (1263296-48-5) + (2R,3R)-3-O-acetyl-5,7,3',4'-tetra-O-methyltaxifolin (13650-85-6,22469-40-5,63783-72-2,115648-16-3)

Guidance literature:

With Trametes villosa laccase; sodium acetate; benzotriazol-1-ol; In 1,4-dioxane; water; at 25 ℃; for 50h; pH=4.7; chemoselective reaction; Enzymatic reaction;

DOI:10.1021/jo101886s

Reference yield:

(+)-catechin tetramethyl ether acetate (58065-35-3) → 4β-Hydroxy-tetra-O-methyl-3-O-acetyl-(+)-catechin (96265-65-5) + 4α-Hydroxy-tetra-O-methyl-3-O-acetyl-(+)-catechin (96265-65-5) + (2R,3R)-3-O-acetyl-5,7,3',4'-tetra-O-methyltaxifolin (13650-85-6,22469-40-5,63783-72-2,115648-16-3)

Guidance literature:

With dipotassium peroxodisulfate; copper(II) sulfate; In water; acetonitrile; at 70 ℃; for 3h;

DOI:10.1016/S0040-4020(01)87876-5

upstream raw materials:

acetic anhydride

(+)-3',4',5,7-tetra-O-methyl-2,3-trans-dihydroquercetin

(+)-catechin tetramethyl ether acetate

catechin

Downstream raw materials:

2r-(3,4-Dimethoxy-phenyl)-5,7-dimethoxy-chroman-3t,4ξ-diol