1352123-19-3

Basic information

• Product Name: 3,5,7,3',4'-penta-O-benzyl-catechin-8-boronic acid
• Synonyms: 3,5,7,3',4'-penta-O-benzyl-catechin-8-boronic acid
• CAS NO: 1352123-19-3
• Molecular Weight: 784.713
• Mol File: 1352123-19-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3,5,7,3',4'-penta-O-benzyl-catechin-8-boronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5,7,3',4'-penta-O-benzyl-catechin-8-boronic acid(1352123-19-3)
• EPA Substance Registry System: 3,5,7,3',4'-penta-O-benzyl-catechin-8-boronic acid(1352123-19-3)

Safety Data

• Hazardous Substances Data: 1352123-19-3(Hazardous Substances Data)

Upstream product

• 154-23-4 catechin 
• 85443-49-8 (2R,3S)-3,5,7-tris(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman 
• 89385-19-3 8-bromo-3,5,7,3',4'-penta-O-benzyl-(+)-catechin 
• 100-44-7 benzyl chloride 

Downstream Products

• 777063-26-0 8-bromo-3,5,7,3',4'-penta-O-benzyl-catechin-(4α->8)-3,5,7,3',4'-penta-O-benzyl-catechin 

Relevant articles and documents

Procyanidin oligomers. A new method for 4→8 interflavan bond formation using C8-boronic acids and iterative oligomer synthesis through a boron-protection strategy

Interest in the synthesis of procyanidin (catechin or epicatechin) oligomers that contain the 4→8 interflavan linkage remains high, principally due to research into their health effects. A novel coupling utilising a C8-boronic acid as a directing group was developed in the synthesis of natural procyanidin B3 (i.e., 3,4-trans-(+)-catechin-4α→8-(+)- catechin dimer). The key interflavan bond was forged using a novel Lewis acid-promoted coupling of C4-ether 6 with C8-boronic acid 16 to provide the α-linked dimer with high diastereoselectivity. Through the use of a boron protecting group, the new coupling procedure was extended to the synthesis of a protected procyanidin trimer analogous to natural procyanidin C2.