119002-92-5

Upstream product

• 119065-89-3 (-)-fisetidinol-(4β,8)-(+)-catechin-O-methyl ether 
• 154-23-4 catechin 
• 69912-75-0 (2R,3S)-2-(4'-hydroxy-3'-methoxyphenyl)chroman-3,5,7-triol 
• 123484-73-1 (+)-fisetinidol-(4β,8)-(+)-catechin O-methyl ether 
• 118964-34-4 (-)-Fisetinidol-(4α,8)-(+)-catechin 4-O(E)-methyl ether 

Downstream Products

• 104079-73-4 (2R,3S:8R,9S,10R)-3,9-diacetoxy-2,8-bis(3,4-dimethoxyphenyl)-10-(2,4-dimethoxyphenyl)-2,3-trans-8,9-trans-9,10-trans-3,4,9,10-tetrahydro-2H,8H-pyrano<2,3-h>chromene 
• 104079-73-4 (2R,3S,8R,9S,10R)-2,3-trans-8,9-trans-9,10-cis-3,9-diacetoxy-2,8-bis(3,4-dimethoxyphenyl)-10-(2,4-dimethoxyphenyl)-5-methoxy-3,4,9,10-tetrahydro-2H,8H-benzo<1,2-b; 3,4-b'>dipyran 

Relevant academic research and scientific papers

Novel Base-catalysed Rearrangements of (-)-Fisetinidol-(+)-catechin Profisetinidins with 2,3-trans-3,4-cis-Flavan-3-ol Constituent Units

The (-)-fisetinidol-(4β,8)-(+)-catechin-O-methyl ether (1) is subjetc to facile C-ring isomerization in NaHCO3-NaCO3 buffer solution to form a range of novel 8,9-cis-9,10-trans-and 8,9-trans-9,10-trans-3,4,9,10-tetrahydro-2H,8H-pyrano-chromenes (2)-(5); analogues (4) and (5) are representative of an unique class of phlobatannins in which the resorcinol A- and pyrocatechol B-rings are interchanged.

Oligomeric flavanoids. Part 24. Controlled biomimetic synthesis of profisetinidin triflavanoid related phlobatannins

The complex structures of the economically important group of profisetinidin triflavanoid related phlobatannins are synthetically accessable in a controlled biomimetic fashion via the repetitive formation of the interflavanyl bond and pyran ring rearrange

Oligomeric Flavanoids. Part 5. Base-catalysed C-Ring Isomerization of (+)-Fisetinidol-(+)-catechin Profisetinidins

The (+)-fisetinidol-(+)-catechin profisetinidins are subject to similar base-catalyzed C-ring isomerizations to the quasi-enantiomeric (-)-fisetinidol-(+)-catechins.Whereas "upper" 2,3-trans-3,4-trans-flavan-3-ol units are susceptible to stereospecific transformations, those species whith a 2,3-trans-3,4-cis-configuration react more rapidly in a stereospecific manner and are furthermore subject to isomerization with concominant interchange of resorcinol A- and pyrocatechol B-rings.These differences are explicable in terms of the effect of configuration at C-4 on both the rate of formation of intermediate B-ring quinone-methides and the recyclization step.This comparative study not only confirms the mechanism of A/B-ring interchange but also reveals serious shortcomings in the c.d. method for defining absolute configuration of phlobatannins with cis-trans and all-trans configuration of their C-rings.

OLIGOMERIC FLAVANOIDS. PART 3. STRUCTURE AND SYNTHESIS OF PHLOBATANNINS RELATED TO (-)-FISETINIDOL-(4α,6)- AND (4α,8)-(+)-CATECHIN PROFISETINIDINS

Several members of the novel class of natural 'phlobaphene' condensed tannins, representing the products of c-ring isomerization of 2,3-trans-3,4-trans-(-)-fisetinidol units present in (4,6)- and (4,8)-biflavanoid profisetinidins, have been charcterized b

OLIGOMERIC FLAVANOIDS. PART 4. BASE-CATALYSED CONVERSIONS OF (-)-FISETINIDOL-(+)-CATECHIN PROFISETINIDINS WITH 2,3-TRANS-3,4-CIS-FLAVAN-3-OL CONSTITUENT UNITS

Additional novel members of the class of natural 'phlobaphene' condensed tannins, representing the products of c-ring isomerization of 2,3-trans-3,4-cis-(-)-fisetinidol units present in (4β,6)- and (4β,8)-biflavanoid profisetinidins have been characterize