78185-34-9

Basic information

• Product Name: (2S,3R,4S)-2,3-trans-3,4-cis-3-acetoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-8-yl>-3',4',7-trimethoxyflavan
• CAS NO: 78185-34-9
• Molecular Weight: 744.793
• Mol File: 78185-34-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2S,3R,4S)-2,3-trans-3,4-cis-3-acetoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-8-yl>-3',4',7-trimethoxyflavan(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R,4S)-2,3-trans-3,4-cis-3-acetoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-8-yl>-3',4',7-trimethoxyflavan(78185-34-9)
• EPA Substance Registry System: (2S,3R,4S)-2,3-trans-3,4-cis-3-acetoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-8-yl>-3',4',7-trimethoxyflavan(78185-34-9)

Safety Data

• Hazardous Substances Data: 78185-34-9(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 78185-25-8 (2S,3R,4S,2'R,3'S)-2,2'-Bis-(3,4-dimethoxy-phenyl)-7,5',7'-trimethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3,3'-diol 
• 186581-53-3 diazomethane 
• 78306-10-2 (2R,3S,4R)-2,3-trans-3,4-cis-3,3',4',7-tetrahydroxy-4-<(2R,3R)-2,3-cis-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan 

Relevant articles and documents

NATURAL (-)-FISETINIDOL-(4,8)-(-)-EPICATECHIN PROFISETINIDINS

The natural occurrence of the first profisetinidins associated with (-)-epicatechin is demonstrated in the heartwood of three legumes. 1H-NMR spectroscopy at 300 MHz permits assesments of the relative abundance of the predominant rotamers in each of the heptamethyl ether diacetates of the (-)-fisetinidol-(4α,8) and (4β,8)-(-)-epicatechins at ambient temperatures.

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.