223387-26-6

Basic information

• Product Name: 3’,4’,5,7-tetra-O-benzyl-4β-(2-hydroxyethyloxy)epicatechin
• Synonyms: 3’,4’,5,7-tetra-O-benzyl-4β-(2-hydroxyethyloxy)epicatechin
• CAS NO: 223387-26-6
• Molecular Weight: 710.824
• Mol File: 223387-26-6.mol

Chemical Properties

• CAS DataBase Reference: 3’,4’,5,7-tetra-O-benzyl-4β-(2-hydroxyethyloxy)epicatechin(CAS DataBase Reference)
• NIST Chemistry Reference: 3’,4’,5,7-tetra-O-benzyl-4β-(2-hydroxyethyloxy)epicatechin(223387-26-6)
• EPA Substance Registry System: 3’,4’,5,7-tetra-O-benzyl-4β-(2-hydroxyethyloxy)epicatechin(223387-26-6)

Safety Data

• Hazardous Substances Data: 223387-26-6(Hazardous Substances Data)

Upstream product

• 107-21-1 ethylene glycol 
• 87292-49-7 5,7,3',4'-tetra-O-benzylepicatechin 
• 490-46-0 (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol 
• 100-39-0 benzyl bromide 

Downstream Products

• 223387-28-8 5,7,3',4'-tetra-O-benzyl-(-)-epicatechin-(4β,8)-[5,7,3',4'-tetra-O-benzyl-(-)-epicatechin] 
• 442626-19-9 3',4',5,7-tetra-O-benzyl-8-bromoepicatechin-4β,8-(3',4',5,7-tetra-O-benzylepicatechin) 
• 20315-25-7 procyanidin B₁ 
• 29106-49-8 procyanidin B₂ 
• 923565-06-4 3’,4’,5,7-tetra-O-benzyl-8-bromoepicatechin-(4β8)-3’,4’,5,7-tetra-O-benzylepicatechin 
• 223387-42-6 3’,4’,5,7-tetra-O-benzyl-4β-(2-hydroxyethyloxy)-8-bromoepicatechin 

Relevant articles and documents

An improved synthesis of procyanidin dimers: Regio- and stereocontrol of the interflavan bond

A direct and general synthesis of procyanidin dimers B1, B2, B3 and B4 (10a-d) is presented. The approach is based on the stoichiometric coupling of two protected monomeric units (the nucleophilic 2a-b and electrophilic 4a-b partners) and deals with the regio- and stereocontrol of the C4-C8 interflavan bond as well as the control of the degree of oligomerization. The synthesis involves a five-step pathway starting from the native catechin (1a) or epicatechin (1b) to the fully deprotected dimers 10a-d. Furthermore, the process appears to be iterative as the coupling intermediates 9a-d themselves can be readily used in further selective syntheses of trimers or higher oligomers. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

ISOLATION, PURIFICATION AND SYNTHESIS OF PROCYANIDIN B2 AND USES THEREOF

Methods for the synthesis, isolation, and purification of procyanidin B2 are disclosed. The synthetic methods utilize epicatechin as a starting material and produce procyanidin BZ in high yields. The isolation methods extract procyanidin B2 from a sample of bark powder from plant matter of the genus Uncaria. The isolated and/or synthesized procyanidin B2 is used to treat amyloid disease, such as Alzheimer's disease and Parkinson's disease. Pharmaceutical compositions containing the synthesized and/or isolated procyanidin B2 are also disclosed.