(2R,3S)-5,7,3',4'-tetrabenzykloxy-flavan-3-yl (2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-ethoxyethoxy-flavan-3-yl glutarate

Base Information

• Chemical Name: (2R,3S)-5,7,3',4'-tetrabenzykloxy-flavan-3-yl (2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-ethoxyethoxy-flavan-3-yl glutarate
• CAS No.: 596829-29-7
• Molecular Formula: C₉₁H₇₈O₁₄
• Molecular Weight: 1395.61
• Mol file: 596829-29-7.mol

Synonyms:(2R,3S)-5,7,3',4'-tetrabenzykloxy-flavan-3-yl (2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-ethoxyethoxy-flavan-3-yl glutarate

Chemical Property of (2R,3S)-5,7,3',4'-tetrabenzykloxy-flavan-3-yl (2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-ethoxyethoxy-flavan-3-yl glutarate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-5,7,3',4'-tetrabenzykloxy-flavan-3-yl (2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-ethoxyethoxy-flavan-3-yl glutarate

There total 1 articles about (2R,3S)-5,7,3',4'-tetrabenzykloxy-flavan-3-yl (2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-ethoxyethoxy-flavan-3-yl glutarate 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: 98.0%

Pentanedioic acid (2R,3S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yl ester (2R,3S,4S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-4-(2-ethoxy-ethoxy)-chroman-3-yl ester (596829-26-4) → (2R,3S)-5,7,3',4'-tetrabenzykloxy-flavan-3-yl (2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-ethoxyethoxy-flavan-3-yl glutarate (596829-29-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 0.166667h;

DOI:10.1016/S0040-4039(03)01311-X

Reference yield: 77.0%

(2R,3S)-5,7,3',4'-tetrabenzykloxy-flavan-3-yl (2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-ethoxyethoxy-flavan-3-yl glutarate (596829-29-7) → 3,4-cis-(+)-catechin-(4β->8)-(+)-catechin (51196-37-3)

Guidance literature:

With diisobutylaluminium hydride; at -78 - 20 ℃;

DOI:10.1055/s-2004-830848

Reference yield: 77.0%

methanol (67-56-1) + (2R,3S)-5,7,3',4'-tetrabenzykloxy-flavan-3-yl (2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-ethoxyethoxy-flavan-3-yl glutarate (596829-29-7) → Pentanedioic acid methyl ester (2R,3S,4R,2'R,3'S)-5,7,5',7'-tetrakis-benzyloxy-2,2'-bis-(3,4-bis-benzyloxy-phenyl)-3'-hydroxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3-yl ester

Guidance literature:

With potassium carbonate;

DOI:10.1016/S0040-4039(03)01311-X

upstream raw materials:

Pentanedioic acid (2R,3S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yl ester (2R,3S,4S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-4-(2-ethoxy-ethoxy)-chroman-3-yl ester

Downstream raw materials:

3,4-cis-(+)-catechin-(4β->8)-(+)-catechin