[4,8]-2,3-cis-3,4-trans:2,3-trans-octa-O-benzyl-3,3'-O-glutaryl-(-)-epicatechin-(+)-catechin

Base Information

• Chemical Name: [4,8]-2,3-cis-3,4-trans:2,3-trans-octa-O-benzyl-3,3'-O-glutaryl-(-)-epicatechin-(+)-catechin
• CAS No.: 596829-40-2
• Molecular Formula: C₉₁H₇₈O₁₄
• Molecular Weight: 1395.61
• Mol file: 596829-40-2.mol

Synonyms:[4,8]-2,3-cis-3,4-trans:2,3-trans-octa-O-benzyl-3,3'-O-glutaryl-(-)-epicatechin-(+)-catechin

Chemical Property of [4,8]-2,3-cis-3,4-trans:2,3-trans-octa-O-benzyl-3,3'-O-glutaryl-(-)-epicatechin-(+)-catechin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [4,8]-2,3-cis-3,4-trans:2,3-trans-octa-O-benzyl-3,3'-O-glutaryl-(-)-epicatechin-(+)-catechin

There total 3 articles about [4,8]-2,3-cis-3,4-trans:2,3-trans-octa-O-benzyl-3,3'-O-glutaryl-(-)-epicatechin-(+)-catechin 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: 47.0%

Succinic acid (2R,3S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yl ester (2R,3R,4S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-4-(2-ethoxy-ethoxy)-chroman-3-yl ester → [4,8]-2,3-cis-3,4-trans:2,3-trans-octa-O-benzyl-3,3'-O-glutaryl-(-)-epicatechin-(+)-catechin (596829-40-2)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃;

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

Reference yield: 43.0%

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) → [4,8]-2,3-cis-3,4-trans:2,3-trans-octa-O-benzyl-3,3'-O-glutaryl-(-)-epicatechin-(+)-catechin (596829-40-2)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.0833333h;

DOI:10.1055/s-2004-830848

Reference yield: 43.0%

(2R,3R,4R)-5,7,3',4'-tetrabenzyloxy-4-ethoxyethyloxyflavan-3-yl (2R,3S)-5,7,3',4'-tetrabenzyloxyflavan-3-yl glutarate → [4,8]-2,3-cis-3,4-trans:2,3-trans-octa-O-benzyl-3,3'-O-glutaryl-(-)-epicatechin-(+)-catechin (596829-40-2)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.0833333h;

DOI:10.3987/com-03-s37

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:

5,7,3',4'-tetra-O-benzyl-(-)-epicatechin-(4β,8β)-[5,7,3',4'-tetra-O-benzyl-(+)-catechin]