679398-75-5

Basic information

• Product Name: 2-(4-hydroxyphenyl)-5-hydroxy-7-(tert-butyldimethylsiloxy)chroman-4-one
• Synonyms: 2-(4-hydroxyphenyl)-5-hydroxy-7-(tert-butyldimethylsiloxy)chroman-4-one
• CAS NO: 679398-75-5
• Molecular Weight: 386.52
• Mol File: 679398-75-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-(4-hydroxyphenyl)-5-hydroxy-7-(tert-butyldimethylsiloxy)chroman-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-hydroxyphenyl)-5-hydroxy-7-(tert-butyldimethylsiloxy)chroman-4-one(679398-75-5)
• EPA Substance Registry System: 2-(4-hydroxyphenyl)-5-hydroxy-7-(tert-butyldimethylsiloxy)chroman-4-one(679398-75-5)

Safety Data

• Hazardous Substances Data: 679398-75-5(Hazardous Substances Data)

Upstream product

• 480-41-1 5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 679398-82-4 7-O-tert-butyldimethylsilyl-4'-O-(2,3,4,6-tetra-O-acetyl-β-L-glucopyranosyl)apigenin 
• 679398-80-2 7-O-tert-butyldimethylsilyl-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)apigenin 
• 679398-83-5 4'-O-(2,3,4,6-tetra-O-acetyl-β-L-glucopyranosyl)apigenin 
• 679398-81-3 4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)apigenin 
• 20486-34-4 4'-O-(β-L-glucopyranosyl)apigenin 
• 20486-34-4 apigenin-4'-O-β-D-glucopyranoside 
• 679398-78-8 4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)naringenin 
• 679398-77-7 7-O-tert-butyldimethylsilyl-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)naringenin 
• 595564-89-9 7-O-tert-butyldimethylsilylapigenin 

Relevant articles and documents

Dihydrochromone derivative as well as synthesis method and application thereof

The invention discloses a dihydrochromone derivative as well as a synthesis method and application thereof. The chemical structure of the dihydrochromone derivative is shown as a formula (a) which is described in the specification. In the formula (a), R1 is hydrogen, TBS or an isobutyl or cyclopentyl methyl group, and R2 is hydrogen, a 2-(methyl(phenyl)amino)ethyl group or a 2-(1H-imidazol-1-yl)ethyl group. The dihydrochromone derivative disclosed by the invention can be used for effectively inhibiting the proliferation of tumor cells, so a novel lead compound is provided for developing antitumor drugs.

Total synthesis of apigenin 7,4′-di-O-β-glucopyranoside, a component of blue flower pigment of Salvia patens, and seven chiral analogues

We have succeeded in the first total synthesis of apigenin 7,4′-di-O-β-D-glucopyranoside (1a), a component of blue pigment, protodelphin, from naringenin (2). Glycosylation of 2 according to Koenigs-Knorr reaction provided a monoglucoside 4a in 80% yield, and this was followed by DDQ oxidation to give apigenin 7-O-glucoside (12a). Further glycosylation of 4′-OH of 12a with 2,3,4,6-tetra-O-acetyl-α-D- glucopyranosyl fluoride (5a) was achieved using a Lewis acid-and-base promotion system (BF3·Et2O, 2,6-di-tert-butyl-4- methylpyridine, and 1,1,3,3-tetramethylguanidine) in 70% yield, and subsequent deprotection produced 1a. Synthesis of three other chiral isomers of 1a, with replacement of D-glucose at 7 and/or 4′-OH by L-glucose (1b-d), and four chiral isomers of apigenin 7-O-β-glucosides (6a,b) and 4′-O-β- glucosides (7a,b) also proved possible.