(-)-epigallocatechin-3-gallate octa(tert-butyldimethylsilyl) ether

Base Information

• Chemical Name: (-)-epigallocatechin-3-gallate octa(tert-butyldimethylsilyl) ether
• CAS No.: 1261480-13-0
• Molecular Formula: C₇₀H₁₃₀O₁₁Si₈
• Molecular Weight: 1372.48
• Mol file: 1261480-13-0.mol

Synonyms:(-)-epigallocatechin-3-gallate octa(tert-butyldimethylsilyl) ether

Chemical Property of (-)-epigallocatechin-3-gallate octa(tert-butyldimethylsilyl) ether

Chemical Property:

Purity/Quality:

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Technology Process of (-)-epigallocatechin-3-gallate octa(tert-butyldimethylsilyl) ether

There total 1 articles about (-)-epigallocatechin-3-gallate octa(tert-butyldimethylsilyl) ether 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: 91.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (-)-epigallocathechin gallate (2596-50-1,4233-96-9,5127-64-0,19065-20-4,107965-88-8,137766-94-0,989-51-5) → (-)-epigallocatechin-3-gallate octa(tert-butyldimethylsilyl) ether (1261480-13-0)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/j.ejmech.2010.10.011

Reference yield: 80.0%

(-)-epigallocatechin-3-gallate octa(tert-butyldimethylsilyl) ether (1261480-13-0) → (2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-ol

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; Cooling with ice;

DOI:10.1016/j.ejmech.2010.10.011

Reference yield:

(-)-epigallocatechin-3-gallate octa(tert-butyldimethylsilyl) ether (1261480-13-0) → (-)-epigallocatechin 3-O-p-coumaroate (89013-65-0,110548-83-9)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 20 °C / Cooling with ice

2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 3 h / 0 - 20 °C

3: pyridine; pyridine hydrogenfluoride / tetrahydrofuran / 0.5 h / 20 °C / Cooling with ice

With pyridine; dmap; lithium aluminium tetrahydride; pyridine hydrogenfluoride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

upstream raw materials:

tert-butyldimethylsilyl chloride

(-)-epigallocathechin gallate

Downstream raw materials:

(-)-epigallocatechin 3-O-p-coumaroate

(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl (E)-3-(3,4-dihydroxyphenyl)acrylate