69119-50-2

Upstream product

• 67-56-1 methanol 
• 99260-77-2 4β-methoxy-tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4α,8)-tetra-O-methyl-3-O-acetyl-(+)-catechin 
• 490-46-0 (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol 
• 88038-01-1 8-bromo-(-)-epicatechin 
• 108-24-7 acetic anhydride 
• 28712-36-9 8-bromo-5,7,3',4'-tetramethoxyepicatechin 
• 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 
• 88489-00-3 (2R,3S)-8-Bromo-2-(3,4-dihydroxy-phenyl)-chroman-3,5,7-triol 
• 51079-25-5 (2R,3S)-(+)-catechin 3',4',5,7-tetramethyl ether 
• 154-23-4 catechin 
• 78376-73-5 6,8-dibromo-3',4',5,7-tetra-O-methyl-(+)-catechin 
• 78393-95-0 6-bromo-3',4',5,7-tetra-O-methyl-(+)-catechin 
• 69119-42-2 3-O-benzyl-6,8-dibromo-3',4',5,7-tetra-O-methyl-(+)-catechin 
• 69119-40-0 6-bromo-3',4',5,7-tetra-O-methyl-(+)-catechin 

Relevant academic research and scientific papers

Regio- and stereoselective oxidation of flavan-3-ol-, 4-arylflavan-3-ol-, and biflavanoid derivatives with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)

The phenolic methyl esthers of flavan-3-ols, 4β-arylflavan-3-ols, and (-)-fisetinidol-(4β,8)-(+)-catechin biflavanoids are susceptible to regio- and stereoselective methoxylation at C-4 in moderate yields with DDQ in CHCl3-MeOH solution. The observed asymmetric induction with exclusive formation of 2,4-trans products is compatible with the intermediacy of a diastereogenic donor-acceptor interaction, DDQ acting as the acceptor and oxidant. The 4-funtionalized analogues are of both synthetic and degradative significance in condensed tannin chemistry.

Proton magnetic resonance spectra of catechin and bromocatechin derivatives: C6- vs. C8-substitution

The 1Hmr spectra of 20 catechin derivatives substituted at C-6/C-8 by bromine and/or hydrogen and at oxygen by methyl, acetyl, and/or hydrogen have been analyzed in deuterated acetone, acetonitrile, and chloroform.Because of its dependence on the nature o

STEREOSPECIFIC FUNCTIONALIZATION OF THE HETEROCYCLIC RING SYSTEMS OF FLAVAN-3-OL AND -BIFLAVAN-3-OL DERIVATIVES WITH 2,3-DICHLORO-5,6-DICYANO-1,4-BENZOQUINONE (DDQ)

Efficient stereospecific 4-methoxylation of both 2,3-trans- and 2,3-cis-flavan-3-ol methyl ethers with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in CHCL3-MeOH solution is of both synthetic and degradative significance in oligomeric flavanoid chemist

Synthesis of Condensed Tannins. Part 12. Direct Access to - and -all-2,3-cis-Procyanidin Derivatives from (-)-Epicatechin: Assessment of Bonding Positions in Oligomeric Analogues from Crataegus oxyacantha L.

Synthesis of methyl ester acetates of - and -all-2,3-cis-procyanidin biflavanoids is effected by oxidative functionalization of (-)-epicatechin tetramethyl ester with lead tetra-acetate, and condensation of the resultant 2,3-cis-flavan-3,4-diol

Synthesis of Condensed Tannins. Part 3. Chemical Shifts for Determining the 6- and 8-Bonding Positions of 'Terminal' (+)-Catechin Units

Pairs of 6- and 8-functionalised (Br, OH, OAc, CO2Me, and CH2Me groups) 3',4',5,7-tetra-O-methyl-(+)-catechins available through selective bromination and debromination reactions and hence via lithio-analogues, provide diagnostic chemical shifts of their