57499-11-3

Basic information

• Product Name: (-)-fisetinidol-(4α,8)-(+)-catechin hepta-O-methyl
• Synonyms: (-)-fisetinidol-(4α,8)-(+)-catechin hepta-O-methyl
• CAS NO: 57499-11-3
• Molecular Weight: 660.718
• Mol File: 57499-11-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (-)-fisetinidol-(4α,8)-(+)-catechin hepta-O-methyl(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-fisetinidol-(4α,8)-(+)-catechin hepta-O-methyl(57499-11-3)
• EPA Substance Registry System: (-)-fisetinidol-(4α,8)-(+)-catechin hepta-O-methyl(57499-11-3)

Safety Data

• Hazardous Substances Data: 57499-11-3(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 57526-59-7 (2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan 

Downstream Products

• 69082-83-3 (2R,3S,4S)-2,3-trans-3,4-trans-3-acetoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetrametoxyflavan-8-yl>-3',4',7-trimethoxyflavan 
• 58065-35-3 (+)-catechin tetramethyl ether acetate 
• 62861-00-1 Tri-O-methyl-(-)-fisetinidol 
• 51079-25-5 (2R,3S)-(+)-catechin 3',4',5,7-tetramethyl ether 
• 155393-03-6 2-[(R)-3-(3,4-Dimethoxy-phenyl)-2-hydroxy-propyl]-5-methoxy-phenol 
• 69127-06-6 (2R)-3t-Acetoxy-2r-(3,4-dimethoxy-phenyl)-7-methoxy-chroman 

Relevant articles and documents

Oligomeric flavanoids. Part 19. Reductive cleavage of the interflavanyl bond in proanthocyanidins

The interflavanyl bond in profisetinidins 1, 4 and 6, and methyl ethers 3, 5, 28 and 29 procyanidins 24 and 26, and their methyl ethers 25 and 27 is readily subject to cleavage with sodium cyanoboranuide in trifluoroacetic acid at 0 deg C.This method will contribute significantly to the structure elucidation of the 5-deoxy (A-ring) proanthocyanidins from important commercial sources.Boltzmann-averaged heterocyclic ring coupling constants as determined by a conformational global search routine (GMMX) and NOE difference spectroscopy were used to assign unequivocally the diastereotopic methylene protons in the 1H NMR spectra of flavan-3-ols, a prerequisite for corroboration of the cleavage mechanism.

Synthesis of Condensed Tannins. Part 5. The First Angular -Triflavanoids and Their Natural Counterparts

Angular triflavanoids comprising a group of four diastereoisomeric -bi--(+)-catechins with definable absolute configurations (2R,3S,4S-and 2R,3S,4R-2R,3S-2R,3S,4S; 2R,3S,4S- and 2R,3S,4R-2R,3S-2R,3S,4R) result from flavanyl-4-carbocation mediated condensation of (2R,3S,4R)-flavan-3,3',4,4',7-pentaol at C-6 of the (+)-catechin units of all-trans-(2R,3S,4S-2R,3S)--(-)-fisetinidol-(+)-catechin and its 3,4-cis-(2R,3S,4R-2R,3S) diastereomer respectively.The natural coexistence of some of the forementioned species of bi- and tri-flavanoids and their precursors indicate a comparable sequence of 4,8 preceding 4,6 condensation with (+)-catechin as common nucleophile.