21179-22-6

Basic information

• Product Name: [4,8]-2,3-trans-3,4-trans:2,3-trans-deca-O-acetyl-bi-(+)-catechin
• Synonyms: [4,8]-2,3-trans-3,4-trans:2,3-trans-deca-O-acetyl-bi-(+)-catechin
• CAS NO: 21179-22-6
• Molecular Weight: 998.902
• Mol File: 21179-22-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: [4,8]-2,3-trans-3,4-trans:2,3-trans-deca-O-acetyl-bi-(+)-catechin(CAS DataBase Reference)
• NIST Chemistry Reference: [4,8]-2,3-trans-3,4-trans:2,3-trans-deca-O-acetyl-bi-(+)-catechin(21179-22-6)
• EPA Substance Registry System: [4,8]-2,3-trans-3,4-trans:2,3-trans-deca-O-acetyl-bi-(+)-catechin(21179-22-6)

Safety Data

• Hazardous Substances Data: 21179-22-6(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 154-23-4 catechin 
• 480-18-2 taxifolin 
• 23567-23-9 procyanidin B₃ 

Relevant articles and documents

Carbon-14 biolabeling of (+)-catechin and proanthocyanidin oligomers in willow tree cuttings

Proanthocyanidin polymers, oligomers, and the structurally related monomer (+)-catechin were labeled by incorporation of radioactive precursors in shoots of willow tree (Salix caprea L.). [1-14C]Acetate and [U-14C]- phenylalanine pre

Synthetic studies of proanthocyanidins. Part 2: Stereoselective gram-scale synthesis of procyanidin-B3

A stereoselective synthesis of procyanidin-B3, a condensed catechin dimer, is described. Condensation of benzylated catechin with various 4-O-alkylated flavan-3,4-diol derivatives as an electrophile in the presence of a Lewis acid led to protected procyanidin-B3 and its diastereomer. In particular, the reaction using (2R,3S,4S)-3-acetoxy-5,7,3′,4′-tetrabenzyloxy-4-(2″- ethoxyethoxy)flavan as an electrophile in the presence of TMSOTf at -78°C afforded octa-O-benzylated procyanidin-B3 with high levels of stereoselectivity and in excellent isolation yields. Furthermore, we succeeded in a stereoselective gram-scale synthesis of protected procyanidin-B3.

CHARACTERIZATION AND TRYPSIN INHIBITOR ACTIVITY OF PROANTHOCYANIDINS FROM VICIA FABA

In a chemical investigation epicatechin, epigallocatechin, the procyanidins B-1, B-3 and B-4, and the prodelphinidins gallocatechin-(4α,8)-catechin, gallocatechin-(4α,8)-epicatechin and gallocatechin-(4α,8)-epigallocatechin have been isolated from the testa of faba beans and characterized by means of spectroscopic methods.Proanthocyanidin samples were compared for their trypsin inhibitory activity.The results suggest that the degree of polymerization, the number of phenolic hydroxyl groups and the 2,3-stereochemistry of the constituent units affect remarkably the strength of the inhibition.