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

Base Information

• Chemical Name: 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
• CAS No.: 596829-26-4
• Molecular Formula: C₉₅H₈₈O₁₆
• Molecular Weight: 1485.73
• Mol file: 596829-26-4.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of 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

There total 1 articles about 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 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: 79.0%

(2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-(2-ethoxyethoxy)flavan-3-ol (478796-20-2) + (2R,3S)-5,7,3',4'-tetrabenzyloxyflavan-3-yl glutarate (596829-24-2) → 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)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane;

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

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: 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

upstream raw materials:

(2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-(2-ethoxyethoxy)flavan-3-ol

(2R,3S)-5,7,3',4'-tetrabenzyloxyflavan-3-yl glutarate

Downstream raw materials:

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

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