732298-15-6

Basic information

• Product Name: 2H-1-Benzopyran-3-ol, 2-[3,4-bis(phenylmethoxy)phenyl]-3,4-dihydro-5,7-bis(phenylmethoxy)-, (2S,3S)-
• CAS NO: 732298-15-6
• Molecular Formula: C43H38O6
• Molecular Weight: 650.771
• Mol File: 732298-15-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2H-1-Benzopyran-3-ol, 2-[3,4-bis(phenylmethoxy)phenyl]-3,4-dihydro-5,7-bis(phenylmethoxy)-, (2S,3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-3-ol, 2-[3,4-bis(phenylmethoxy)phenyl]-3,4-dihydro-5,7-bis(phenylmethoxy)-, (2S,3S)-(732298-15-6)
• EPA Substance Registry System: 2H-1-Benzopyran-3-ol, 2-[3,4-bis(phenylmethoxy)phenyl]-3,4-dihydro-5,7-bis(phenylmethoxy)-, (2S,3S)-(732298-15-6)

Safety Data

• Hazardous Substances Data: 732298-15-6(Hazardous Substances Data)

Upstream product

• 100-44-7 benzyl chloride 
• 490-46-0 (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol 
• 20728-73-8 5,7,3',4'-tetra-O-benzyl-(+)-catechin 
• 1392190-80-5 pentabenzylated cyanidin 
• 13157-90-9 2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)chromen-4-one 
• 1392108-94-9 (R)-(2S,3S)-5,7-bis(benzyloxy)-2-(3’,4’bis(benzyloxy)phenyl)chroman-3-yl 2-methoxy-2-phenylacetate 
• 1392108-91-6 2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)-2H-1-benzopyran 
• 1392108-90-5 2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)-4H-1-benzopyran 
• 154-23-4 (+/-)-epicatechin 
• 117-39-5 quercetol 
• 100-39-0 benzyl bromide 
• 918157-98-9 (1R, 2R)-3-(2,4-bis(benzyloxy)-6-(tert-butyldimethylsilyloxy)phenyl)-1-(3',4'-bis(benzyloxy)phenyl)propane-1,2-diol 
• 918157-97-8 (E)-3-[2,4-bis(benzyloxy)-6-(tert-butyldimethylsilyloxy)phenyl]-1-[3,4-bis(benzyloxy)phenyl]propene 
• 87292-50-0 (-)-(2S,3R)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-ol 

Downstream Products

• 35323-91-2 (+)-epicatechin 
• 732298-16-7 (+)-(2S,3S)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-yl 3,4,5-tris(benzyloxy)benzoate 

Relevant articles and documents

The flavan-isoflavan rearrangement: Bioinspired synthetic access to isoflavonoids via 1,2-shift-alkylation sequence

An approach to 2-substituted isoflavonoids is reported based on the 1,2-shift of the aryl group in the catechin skeleton followed by the in situ alkylation. Synthesis of (-)-equol, a natural isoflavan with estrogenic activities, was achieved.

A NOVEL PROCESS FOR SYNTHESIS OF POLYPHENOLS

The present invention provides synthetic processes for preparing racemic and/or optically pure epicatechin, epigallocatechin and related polyphenols as such or as their variously functionalized derivatives.

Study of the green tea polyphenols catechin-3-gallate (CG) and epicatechin-3-gallate (ECG) as proteasome inhibitors

The green tea polyphenol catechin-3-gallate (CG) and epicatechin-3-gallate (ECG) were synthesized enantioselectively via a Sharpless hydroxylation reaction followed by a diastereoselective cyclization. Their potencies to inhibit the proteasome activity were measured. The unnatural enantiomers were found to be equally potent to the natural compounds.