290347-52-3

Basic information

• Product Name: Methanone, (2,3-dihydroxy-4-methoxyphenyl)(3,4,5-trimethoxyphenyl)-
• CAS NO: 290347-52-3
• Molecular Formula: C17H18O7
• Molecular Weight: 334.326
• Mol File: 290347-52-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Methanone, (2,3-dihydroxy-4-methoxyphenyl)(3,4,5-trimethoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, (2,3-dihydroxy-4-methoxyphenyl)(3,4,5-trimethoxyphenyl)-(290347-52-3)
• EPA Substance Registry System: Methanone, (2,3-dihydroxy-4-methoxyphenyl)(3,4,5-trimethoxyphenyl)-(290347-52-3)

Safety Data

• Hazardous Substances Data: 290347-52-3(Hazardous Substances Data)

Upstream product

• 309947-17-9 (+/-)-2-(2',3'-di[(tert-butyldimethylsilyl)oxy]-4'-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acetaldehyde 
• 77-78-1 dimethyl sulfate 
• 118-41-2 Eudesmic acid 
• 87-66-1 2-hydroxyresorcinol 
• 20035-41-0 6-bromo-2-hydroxy-3-methoxybenzaldehyde 
• 7150-01-8 2-acetoxy-3-methoxybenzaldehyde 
• 61559-82-8 1-Bromo-2,3dihydroxy-4methoxy-benzene 
• 634-36-6 1,2,3-trimethoxybenzene 
• 159263-87-3 2-acetyloxy-3-methoxy-6-bromobenzaldehyde 
• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 290295-02-2 (1R,2R)-1,2-dihydroxy-1-[2',3'-di(tert-butyldimethylsilyloxy)-4'-methoxyphenyl]-2-(3'',4'',5''-trimethoxyphenyl)ethane 
• 290295-01-1 (1S,2S)-1,2-dihydroxy-1-[2',3'-di(tert-butyldimethylsilyloxy)-4'-methoxyphenyl]-2-(3'',4'',5''-trimethoxyphenyl)ethane 
• 290347-54-5 2',3'-bis(methoxymethyloxy)-3,4,4',5-tetramethoxydiphenylcarbinol 
• 290347-62-5 1-bromo-4-methoxy-2,3-bis(methoxymethoxy)-benzene 

Downstream Products

• 290347-55-6 phosphoric acid dibenzyl ester 2-(bis-benzyloxy-phosphoryloxy)-6-methoxy-3-(3,4,5-trimethoxy-benzoyl)-phenyl ester 

Relevant articles and documents

A Simple and Convenient Multigram Scale Synthesis of Hydroxyphenstatin: Potential Cancer Cell Growth Inhibitor

A simple and convenient two-step synthesis of hydroxyphenstatin (2) is reported by condensing 3,4,5-trimethoxybenzoic acid with pyrogallol and subsequent selective methylation with dimethyl sulphate in presence of potassium carbonate.

A Pinacol rearrangement/oxidation synthetic route to hydroxyphenstatin

In an attempt to develop biologically active compounds from the inactive trans isomer (3a) of stilbene 1a, after asymmetric dihydroxylation to optically pure (R,R)-diol 8 the unexpected racemic diphenylacetaldehyde (9) was generated via a Pinacol rearrangement. Several derivatives of diphenylacetaldehyde 9 were synthesized (11-15) and reported. Further reaction of aldehyde 9 during desilylation through autoxidative decarbonylation afforded benzophenone 2b, designated hydroxyphenstatin, a potent antitumor and antimitotic agent. Hydroxyphenstatin showed potent inhibition of the tubulin assembly (IC50 0.82 μM) and exhibited an ED50 of 2.5 μg/mL against the P388 lymphocytic leukemia cell line.