55568-97-3

Basic information

• Product Name: (2R,3R)-3-hydroxyflavanone
• Synonyms: (2R,3R)-3-hydroxyflavanone
• CAS NO: 55568-97-3
• Molecular Weight: 240.258
• Mol File: 55568-97-3.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: (2R,3R)-3-hydroxyflavanone(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-3-hydroxyflavanone(55568-97-3)
• EPA Substance Registry System: (2R,3R)-3-hydroxyflavanone(55568-97-3)

Safety Data

• Hazardous Substances Data: 55568-97-3(Hazardous Substances Data)

Upstream product

• 94137-50-5 cis-3-hydroxyflavanone dimethyl acetal 
• 487-26-3 Flavanone 
• 149-73-5 trimethyl orthoformate 
• 129878-47-3 (E)-2'-hydroxychalcone epoxide 
• 1621-55-2 rac-trans-3-hydroxy-2-phenyl-3,4-dihydro-2H-chromen-4-one 
• 25518-22-3 (2-hydroxy-phenyl)-(3-phenyl-oxiranyl)-methanone 
• 103-26-4 Methyl cinnamate 
• 130796-40-6 (2R,3R)-2,3-dihydroxy-3-phenylpropanoic acid methyl ester 
• 487-26-3 (2S)-flavanone 
• 20755-09-3 (+/-)-cis-flavan-4-ol acetate 
• 888-12-0 (E)-2'-hydroxy-chalcone 
• 40524-63-8 2'-O-methoxymethylchalcone 
• 145694-66-2 2-((2S,3R)-3-Phenyl-oxiranecarbonyl)-phenol anion 
• 1621-55-2 rac-trans-3-hydroxyflavanone 

Downstream Products

• 1621-55-2 rac-trans-3-hydroxy-2-phenyl-3,4-dihydro-2H-chromen-4-one 
• 577-85-5 3-hydroxyflavone 
• 1621-55-2 rac-trans-3-hydroxyflavanone 
• 487-26-3 Flavanone 
• 97618-71-8 (+/-)-4c-Amino-2r-phenyl-chroman-3t-ol 
• 103165-66-8 (+/-)-3t,4c-Bis-(4-nitro-benzoyloxy)-2r-phenyl-chroman 
• 139061-55-5 spiro<5-acetamido-3-acetyl-2,3-dihydro-1,3,4-thiadiazole-2,4'-trans-3'-acetoxyflavan> 
• 57043-45-5 trans-3-acetoxyflavanone 
• 92549-57-0 2-Hydroxy-2-<2-hydroxy-phenyl>-3-phenyl-propionsaeure 
• 4940-48-1 rac-2-benzyl-2-hydroxy-2,3-dihydrobenzo[b]furan-3-one 
• 57043-45-5 rac-trans-3-acetoxyflavanone 
• 70188-29-3 trans-2,3-dihydro-3-nosyloxy-2-phenyl-4H-1-benzopyran-4-one 
• 139061-62-4 trans-3-hydroxyflavanone thiosemicarbazone 
• 1086-73-3 (2R^*,3S^*,4R^*)-flavan-3,4-diol 

Relevant articles and documents

Production of hydroxlated flavonoids with cytochrome P450 BM3 variant F87V and their antioxidative activities

A variant of P450 BM3 with an F87V substitution [P450 BM3 (F87V)] is a substrate-promiscuous cytochrome P450 monooxygenase. We investigated the bioconversion of various flavonoids (favanones, chalcone, and isoflavone) by using recombinant Escherichia coli cells, which expressed the gene coding for P450 BM3 (F87V), to give their corresponding hydroxylated products. Potent antioxidative activities were observed in some of the products.

Studies towards the stereoselective α-hydroxylation of flavanones. Biosynthetic significance

The enolates of various propiophenones, chromanones, and also analogues of naturally occurring flavanones were stereoselectively hydroxylated at the ?-position, by employing commercially available enantiopure oxaziridines, to afford the desired ?-hydroxylated target molecules in good to exceptional stereoselectivities and in moderate to good chemical yields. A mechanistic rationale is presented to account for the stereoselectivities achieved. These in vitro results were tentatively related to the stereoselective biosynthesis of enantio-enriched dihydroflavonols while questions were raised about the authenticity of certain natural compounds. CSIRO 2008.

Synthesis of racemic and enantiomerically enriched α- oxyfunctionalized benzocyclanones and chromanones by dimethyldioxirane and dimethyldioxirane/Mn(III) salen system

Enolacetates of benzocyclanones and chromanones were synthesized and treated with dimethyldioxirane and the asymmetric oxidizing system dimethyldioxirane/chiral, non-racemic Mn(III) salen complex/axial ligand. The latter reagent resulted in the corresponding enantiomerically enriched cyclic α-hydroxy ketones and their acetates in moderate-to-good yields and modest enantioselectivity under mild and neutral conditions from tetralone and chromanone. On the contrary, flavanone provided poor yields due to the competitive C-H insertion at position 2. The use of R,R-Mn(III)salen catalyst induced an S absolute configuration at the position α in the whole series. Springer-Verlag 2004.