69127-11-3

Basic information

• Product Name: FISETINIDOL-(4A8)-CATECHIN
• Synonyms: FISETINIDOL-(4A8)-CATECHIN
• CAS NO: 69127-11-3
• Molecular Formula: C₃₀H₂₆O₁₁
• Molecular Weight: 562.52
• Mol File: 69127-11-3.mol

Chemical Properties

• Boiling Point: 913.5±65.0 °C(Predicted)
• Appearance: /
• Density: 1.651±0.06 g/cm3(Predicted)
• PKA: 9.34±0.60(Predicted)
• CAS DataBase Reference: FISETINIDOL-(4A8)-CATECHIN(CAS DataBase Reference)
• NIST Chemistry Reference: FISETINIDOL-(4A8)-CATECHIN(69127-11-3)
• EPA Substance Registry System: FISETINIDOL-(4A8)-CATECHIN(69127-11-3)

Safety Data

• Hazardous Substances Data: 69127-11-3(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 108-24-7 acetic anhydride 
• 4382-45-0 (+)-leucorobinetinidin 
• 154-23-4 catechin 
• 104079-72-3 6-iodo-(+)-catechin 
• 967-27-1 (+)-mollisacacidin 

Downstream Products

• 69127-07-7 (2R,3S,4R)-2,3-trans-3,4-cis-3-acetoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3,3',4',5,7-pentamethoxyflavan-8-yl>-3',4',7-trimethoxyflavan 
• 78185-17-8 (-)-fisetinidol-(4β,8)-(+)-catechin hepta-O-methyl ether 
• 108-73-6 3,5-dihydroxyphenol 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 108-46-3 recorcinol 
• 155486-92-3 (2S)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-propan-2-ol 
• 154-23-4 catechin 
• 81600-43-3 (2R,3S)-2,3-trans-6,8-bis-<(2R,3S,4R)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxyflavan-4-yl>-3,3',4',5,7-pentahydroxyflavan 
• 81600-44-4 (2R,3S)-2,3-trans-6-<(2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxyflavan-4-yl>-8-<(2R,3S,4R)-2,3-trans-3,4-cis-3,3',-4',7-tetrahydroxyflavan-4-yl>-3,3',4',5,7-pentahydroxyflavan 
• 51079-25-5 (2R,3S)-(+)-catechin 3',4',5,7-tetramethyl ether 
• 58065-35-3 (+)-catechin tetramethyl ether acetate 

Relevant articles and documents

Synthesis of Condensed Tannins. Part 14. Biflavanoid Profisetinidins as Synthons. The Acid-Induced 'Phlobaphene'Reaction

Free phenolic - and -2,3-trans-(-)-fisetinidol-(+)-catechin diastereoisomers of both 3,4-trans and 3,4-cis configuration, which serve as synthons for higher oligomers, are available in improved yields from direct condensation, and also via novel 6-iodo-(+)-catechin as an intermediate substrate.Acid-induced transformations of the predominant -all-trans isomer, illustrative of the well-known 'phlobaphene reaction' of condensed tannins, is shown to include ring-isomerization and fission of the inter-flavanoid bond, followed in the latter instance by the alternatives of anthocyanidin formation, positional rearrangement and self-condensation.

Synthesis of Condensed Tannins. Part 7. Angular -Prorobinetinidin Triflavanoids from Black Wattle ('Mimosa') Bark Extract

The triflavanoid fraction from the bark extract of the black wattle (Acacia mearnsii) comprises five angular prorobinetinidins with their constituent robinetinidol units -linked to both (+)-catechin and (+)-gallocatechin.Synthetic proof of structure is provided for three bi--(+)-catechin diastereoisomers.The complete dominance of prorobinetinidins in the higher oligomeric fractions correlates with the faster condensation rate of the parent (+)-leucorobinetinidin with the nucleophilic substrates compared with competing (+)-leucofisetinidin.

Synthesis of Condensed Tannins. Part 4. A Direct Biomimetic Approach to - and -Biflavanoids

The generation of flavanyl-4-carbo-cations from flavan-3,4-diols and their condensation with nucleophilic flavan-3-ols to form - and -biflavanoids at ambient temperatures and mildly acidic aqueous conditions apparently simulates the initial step in condensed tannin formation in a number of natural sources.The stereospecificity (or stereoselectivity) of the reaction is conditioned mainly by the 2,3-cis or 2,3-trans stereochemistry of the parent flavan-3,4-diol, but also by the nuclephilicity of the flavan-3-ol, and its regiospecific (or regioselective) course by steric factors arising from variation in substitution of the receptive A-ring of the flavan-3-ol.