(2R,3R)-2,3-Bis-benzoyloxy-succinic acid (2R,3S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yl ester methyl ester

Base Information

• Chemical Name: (2R,3R)-2,3-Bis-benzoyloxy-succinic acid (2R,3S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yl ester methyl ester
• CAS No.: 318949-09-6
• Molecular Formula: C₆₂H₅₂O₁₃
• Molecular Weight: 1005.09
• Mol file: 318949-09-6.mol

Synonyms:(2R,3R)-2,3-Bis-benzoyloxy-succinic acid (2R,3S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yl ester methyl ester

Chemical Property of (2R,3R)-2,3-Bis-benzoyloxy-succinic acid (2R,3S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yl ester methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-2,3-Bis-benzoyloxy-succinic acid (2R,3S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yl ester methyl ester

There total 2 articles about (2R,3R)-2,3-Bis-benzoyloxy-succinic acid (2R,3S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yl ester methyl 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:

O,O'-dibenzoyl-L-tartaric acid (2743-38-6) → (2R,3R)-2,3-Bis-benzoyloxy-succinic acid (2R,3S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yl ester methyl ester (318949-09-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Ac₂O / toluene / Heating

1.2: AcONa

2.1: DCC; DMAP / CH₂Cl₂ / Heating

With dmap; acetic anhydride; dicyclohexyl-carbodiimide; In dichloromethane; toluene;

DOI:10.1016/S0040-4039(00)01649-X

Reference yield:

(2R,3R)-2,3-dibenzoyloxy-3-methoxycarbonylpropanoic acid (115061-55-7) + (+/-)-tetra-O-benzylcatechin → (2R,3R)-2,3-Bis-benzoyloxy-succinic acid (2R,3S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yl ester methyl ester (318949-09-6) + (2R,3R)-2,3-Bis-benzoyloxy-succinic acid (2S,3R)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yl ester methyl ester

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; Heating;

DOI:10.1016/S0040-4039(00)01649-X

Reference yield: 94.0%

(2R,3R)-2,3-Bis-benzoyloxy-succinic acid (2R,3S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yl ester methyl ester (318949-09-6) → 5,7,3',4'-tetra-O-benzyl-(+)-catechin (20728-73-8)

Guidance literature:

With potassium hydroxide; water; In methanol;

DOI:10.1016/S0040-4039(00)01649-X

upstream raw materials:

(2R,3R)-2,3-dibenzoyloxy-3-methoxycarbonylpropanoic acid

O,O'-dibenzoyl-L-tartaric acid

Downstream raw materials:

5,7,3',4'-tetra-O-benzyl-(+)-catechin

catechin