118205-76-8

Basic information

• Product Name: (2S,3R,4S)-(-)-5,7,4'-trimethoxyflavan-3,4-diol
• Synonyms: (2S,3R,4S)-(-)-5,7,4'-trimethoxyflavan-3,4-diol
• CAS NO: 118205-76-8
• Molecular Weight: 332.353
• Mol File: 118205-76-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2S,3R,4S)-(-)-5,7,4'-trimethoxyflavan-3,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R,4S)-(-)-5,7,4'-trimethoxyflavan-3,4-diol(118205-76-8)
• EPA Substance Registry System: (2S,3R,4S)-(-)-5,7,4'-trimethoxyflavan-3,4-diol(118205-76-8)

Safety Data

• Hazardous Substances Data: 118205-76-8(Hazardous Substances Data)

Upstream product

• 115728-45-5 (2S,3S)-(-)-aromadendrin trimethyl ether 
• 118160-11-5 tetrakis(methoxymethoxy) isosalipurpol 
• 104435-35-0 tetrakis(methoxymethoxy)isosalipurpol Epoxide 
• 118333-31-6 (2S,3S)-3,40,5,7-tetrahydroxyflavanone 
• 480-20-6 Aromadendrin 
• 35492-16-1 (+/-)-3-hydroxy-4',5,7-trimethoxy-2,3-trans-flavanone 

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. XVIII. SYNTHESIS OF THE RACEMATES OF NATURALLY OCCURRING FLAVONOIDS

Racemic aromadendrin and fustin have been stereoselectively synthesized.Reduction of the O-substituted derivatives of these flavanonols provides the corresponding derivatives of gleditsin, leucopelargonidin and mollisacacidin (leucofisetinidin).