14613-67-3

Basic information

• Product Name: 2H-1-Benzopyran-3,4-diol, 2-(3,4-dimethoxyphenyl)-3,4-dihydro-5,7-dimethoxy-
• CAS NO: 14613-67-3
• Molecular Formula: C19H22O7
• Molecular Weight: 362.379
• Mol File: 14613-67-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2H-1-Benzopyran-3,4-diol, 2-(3,4-dimethoxyphenyl)-3,4-dihydro-5,7-dimethoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-3,4-diol, 2-(3,4-dimethoxyphenyl)-3,4-dihydro-5,7-dimethoxy-(14613-67-3)
• EPA Substance Registry System: 2H-1-Benzopyran-3,4-diol, 2-(3,4-dimethoxyphenyl)-3,4-dihydro-5,7-dimethoxy-(14613-67-3)

Safety Data

• Hazardous Substances Data: 14613-67-3(Hazardous Substances Data)

Upstream product

• 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 
• 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

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. XIV. EFFICIENT STEREOCONTROLLED SYNTHESIS OF RACEMIC FLAVONOIDS

Stereocontrolled synthesis of the flavonoids (2, 4 and 5) is described.Racemic taxifolin (dihydroquercetin) (14) is synthesized by application of this method.