87303-89-7

Basic information

• Product Name: (+)-(2R,3S,4R)-3,4-dihydroxy-5,7,3',4'-tetramethoxyflavan
• Synonyms: (+)-(2R,3S,4R)-3,4-dihydroxy-5,7,3',4'-tetramethoxyflavan
• CAS NO: 87303-89-7
• Molecular Weight: 362.379
• Mol File: 87303-89-7.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (+)-(2R,3S,4R)-3,4-dihydroxy-5,7,3',4'-tetramethoxyflavan(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(2R,3S,4R)-3,4-dihydroxy-5,7,3',4'-tetramethoxyflavan(87303-89-7)
• EPA Substance Registry System: (+)-(2R,3S,4R)-3,4-dihydroxy-5,7,3',4'-tetramethoxyflavan(87303-89-7)

Safety Data

• Hazardous Substances Data: 87303-89-7(Hazardous Substances Data)

Upstream product

• 51079-25-5 (2R,3S)-(+)-catechin 3',4',5,7-tetramethyl ether 
• 6563-36-6 (2R^*,3S^*,4R^*)-flavan-3,4-diol 
• 14613-67-3 (2R^*,3S^*,4R^*)-5,7,3',4'-tetramethoxyflavan-3,4-diol 
• 67-56-1 methanol 
• 480-18-2 taxifolin 
• 186581-53-3 diazomethane 
• 6563-36-6 (+)-3',4',5,7-tetra-O-methyl-2,3-trans-dihydroquercetin 
• 69256-15-1 (2R,3S,4R)-(+)-3,4,5,7,3',4'-hexahydroxyflavan 
• 13650-85-6 (+/-)-taxifolin 3-acetyl-5,7,3',4'-tetramethyl ether 

Downstream Products

• 14613-67-3 (2R^*,3S^*,4S^*)-5,7,3',4'-tetramethoxyflavan-3,4-diol 
• 69256-15-1 (2R,3S,4R)-(+)-3,4,5,7,3',4'-hexahydroxyflavan 

Relevant articles and documents

Biooxidation of (+)-catechin and (-)-epicatechin into 3,4-dihydroxyflavan derivatives by the endophytic fungus Diaporthe sp. isolated from a tea plant

The microbial transformation of (+)-catechin (1) and (-)-epicatechin (2) by endophytic fungi isolated from a tea plant was investigated. It was found that the endophytic filamentous fungus Diaporthe sp. transformed them (1, 2) into the 3,4-cis-dihydroxyflavan derivatives, (+)-(2R,3S,4S)-3,4,5,7,3′,4′- hexahydroxyflavan (3) and (-)-(2R,3R,4R)-3,4,5,7,3′,4′-hexahydroxy- flavan (7), respectively, whereas (-)-catechin (ent-1) and (+)-epicatechin (ent-2) with a 2S-phenyl group resisted the biooxidation.

Heterocycles. XXV. Sodium Borohydride Reduction of Flavanonols

Solvent effects on the stereochemistry in the sodium borohydride reduction of (+/-)-flavanonols have been examined.The effects observed for the (+/-)-flavanonols with 5-OMe in 2-propanol, dioxane and methanol are explainable by the differences between the steric interactions inherent in the product-like transition states A and B.It has been also found that 5-OAc peculiarly affects the stereochemistry in the reduction to produce the (+/-)-catechin-type compounds in a one-pot process.The solvent and temperature effects are examined using a model analogous to the above.

Heterocycles. XVII. Sodium borohydride reduction of flavanonols and hydrolysis of (±)-fistacacidin acetates

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