777063-26-0

Basic information

• Product Name: 8-bromo-3,5,7,3',4'-penta-O-benzyl-catechin-(4α->8)-3,5,7,3',4'-penta-O-benzyl-catechin
• Synonyms: 8-bromo-3,5,7,3',4'-penta-O-benzyl-catechin-(4α->8)-3,5,7,3',4'-penta-O-benzyl-catechin
• CAS NO: 777063-26-0
• Molecular Weight: 1558.67
• Mol File: 777063-26-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 8-bromo-3,5,7,3',4'-penta-O-benzyl-catechin-(4α->8)-3,5,7,3',4'-penta-O-benzyl-catechin(CAS DataBase Reference)
• NIST Chemistry Reference: 8-bromo-3,5,7,3',4'-penta-O-benzyl-catechin-(4α->8)-3,5,7,3',4'-penta-O-benzyl-catechin(777063-26-0)
• EPA Substance Registry System: 8-bromo-3,5,7,3',4'-penta-O-benzyl-catechin-(4α->8)-3,5,7,3',4'-penta-O-benzyl-catechin(777063-26-0)

Safety Data

• Hazardous Substances Data: 777063-26-0(Hazardous Substances Data)

Upstream product

• 1352123-19-3 3,5,7,3',4'-penta-O-benzyl-catechin-8-boronic acid 
• 1352123-17-1 (2R,3S,4S)-8-bromo-3,5,7,3',4'-pentabenzyloxy-4-(2''-ethoxy-ethoxy)-flavan 

Downstream Products

• 23567-23-9 procyanidin B₃ 

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.