[4,8’]-2,3-cis-3.4-trans:2',3'-trans-3-acetoxydecabenzyloxy-(-)-epigallocatechin-(+)-gallocatechin

Base Information

• Chemical Name: [4,8’]-2,3-cis-3.4-trans:2',3'-trans-3-acetoxydecabenzyloxy-(-)-epigallocatechin-(+)-gallocatechin
• CAS No.: 1499158-41-6
• Molecular Formula: C₁₀₂H₈₈O₁₅
• Molecular Weight: 1553.81

Synonyms:[4,8’]-2,3-cis-3.4-trans:2',3'-trans-3-acetoxydecabenzyloxy-(-)-epigallocatechin-(+)-gallocatechin

Chemical Property of [4,8’]-2,3-cis-3.4-trans:2',3'-trans-3-acetoxydecabenzyloxy-(-)-epigallocatechin-(+)-gallocatechin

Chemical Property:

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Technology Process of [4,8’]-2,3-cis-3.4-trans:2',3'-trans-3-acetoxydecabenzyloxy-(-)-epigallocatechin-(+)-gallocatechin

There total 2 articles about [4,8’]-2,3-cis-3.4-trans:2',3'-trans-3-acetoxydecabenzyloxy-(-)-epigallocatechin-(+)-gallocatechin 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: 66.0%

(2R,3R,4S)-3-acetoxy-4-ethoxyethoxy-5,7-3',4',5'-pentabenzyloxyflavan (1401236-90-5) + (-)-(2R,3S)-trans-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol (332386-71-7) → [4,8’]-2,3-cis-3.4-trans:2',3'-trans-3-acetoxydecabenzyloxy-(-)-epigallocatechin-(+)-gallocatechin (1499158-41-6)

Guidance literature:

With ytterbium(III) triflate; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2013.10.113

Reference yield: 54.0%

(2R,3R,4S)-3-acetoxy-4-methoxy-5,7-3',4',5'-pentabenzyloxyflavan (1499168-24-9) + (-)-(2R,3S)-trans-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol (332386-71-7) → [4,8’]-2,3-cis-3.4-trans:2',3'-trans-3-acetoxydecabenzyloxy-(-)-epigallocatechin-(+)-gallocatechin (1499158-41-6)

Guidance literature:

With silver trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 3h; Reagent/catalyst;

DOI:10.1016/j.tetlet.2013.10.113

Reference yield: 90.0%

[4,8’]-2,3-cis-3.4-trans:2',3'-trans-3-acetoxydecabenzyloxy-(-)-epigallocatechin-(+)-gallocatechin (1499158-41-6) → [4,8’]-2,3-cis-3.4-trans:2’,3’-trans-decabenzyloxy-(-)-epigallocatechin-(+)-gallocatechin (1499166-69-6)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 67h;

DOI:10.1016/j.tetlet.2013.10.113

upstream raw materials:

(2R,3R,4S)-3-acetoxy-4-methoxy-5,7-3',4',5'-pentabenzyloxyflavan

(-)-(2R,3S)-trans-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol

(2R,3R,4S)-3-acetoxy-4-ethoxyethoxy-5,7-3',4',5'-pentabenzyloxyflavan

Downstream raw materials:

[4,8’]-2,3-cis-3.4-trans:2’,3’-trans-decabenzyloxy-(-)-epigallocatechin-(+)-gallocatechin

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