50848-60-7

Upstream product

• 6293-55-6 2-bromo-6-methyl-[1,4]benzoquinone 
• 95-48-7 ortho-cresol 
• 609-22-3 2,4-dibromo-6-methylphenol 

Downstream Products

• 52562-17-1 2,5-diacetoxy-3-bromo-toluene 
• 13523-12-1 1-bromo-2,5-dimethoxy-3-methylbenzene 
• 6293-55-6 2-bromo-6-methyl-[1,4]benzoquinone 
• 50848-61-8 1-bromo-2,5-bis(methoxymethoxy)-3-methylbenzene 
• 725230-49-9 2-bromo-6-methyl-4-(triisopropylsilyloxy)phenol 
• 125318-21-0 (E)-3-(4-chloro-3-methyl-2-butenyl)-2,5-bis(methoxymethoxy)toluene 
• 125318-29-8 3-allyl-2,5-bis(methoxymethoxy)toluene 
• 125318-30-1 <2,5-bis(methoxymethoxy)-3-methylphenyl>acetaldehyde 
• 125318-42-5 (E)-1-{(1S,2S)-2-[(Z)-6-(2,5-Bis-methoxymethoxy-3-methyl-phenyl)-2-hydroxy-4-methyl-hex-4-enyl]-1,2-dimethyl-cyclopentyl}-4-methyl-pent-2-ene-1,4-diol 
• 125318-43-6 (Z)-6-(2,5-Bis-methoxymethoxy-3-methyl-phenyl)-1-[(1S,2S)-2-((E)-4-hydroxy-4-methyl-pent-2-enoyl)-1,2-dimethyl-cyclopentyl]-4-methyl-hex-4-en-2-one 
• 125318-33-4 (Z)-4-<2,5-bis(methoxymethoxy)-3-methylphenyl>-2-methyl-2-buten-1-ol 
• 125335-17-3 (E)-4-<2,5-bis(methoxymethoxy)-3-methylphenyl>-2-methyl-2-buten-1-ol 
• 125318-20-9 (Z)-3-(4-chloro-3-methyl-2-butenyl)-2,5-bis(methoxymethoxy)toluene 
• 125318-31-2 methyl (Z)-4-<2,5-bis(methoxymethoxy)-3-methylphenyl>-2-methyl-2-butenoate 

Relevant academic research and scientific papers

Biomimetic synthesis of (-)-pycnanthuquinone C through the diels-alder reaction of a vinyl quinone

Three strikes and you're out! A concise, asymmetric synthesis of pycnanthuquinone C underscores the biosynthetic relevance of Diels-Alder reactions of vinyl quinones. The relative and absolute configuration of the natural product has been elucidated.

Synthesis and antitumor activity evaluation of compounds based on toluquinol

Encouraged by the promising antitumoral, antiangiogenic, and antilymphangiogenic properties of toluquinol, a set of analogues of this natural product of marine origin was synthesized to explore and evaluate the effects of structural modifications on their cytotoxic activity. We decided to investigate the effects of the substitution of the methyl group by other groups, the introduction of a second substituent, the relative position of the substituents, and the oxidation state. A set of analogues of 2-substituted, 2,3-disubstituted, and 2,6-disubstituted derived from hydroquinone were synthesized. The results revealed that the cytotoxic activity of this family of compounds could rely on the hydroquinone/benzoquinone part of the molecule, whereas the substituents might modulate the interaction of the molecule with their targets, changing either its activity or its selectivity. The methyl group is relevant for the cytotoxicity of toluquinol, since its replacement by other groups resulted in a significant loss of activity, and in general the introduction of a second substituent, preferentially in the para position with respect to the methyl group, was well tolerated. These findings provide guidance for the design of new toluquinol analogues with potentially better pharmacological properties.

A general strategy for visible-light decaging based on the quinone: Cis -alkenyl lock

Combining the fast thermal cyclization of o-coumaric acid derivatives with the intramolecular photoreduction of quinones gives new visible-light photoremovable protecting groups absorbing well above 450 nm.

A stereocontrolled synthesis of δ-trans-tocotrienoloic acid

(Chemical Equation Presented) A consise stereoselective total synthesis of a naturally occurring polymerase β inhibitor, δ-trans-tocotrienoloic acid (2), is described. The key step in the synthesis is an acid-catalyzed cyclodehydration reaction. Additiona

SYNTHESIS AND STRUCTURE REVISION OF BIFURCARENONE, A UNIQOE MONOCYCLIC DITERPENE IN COMBINATION WITH A HYDROQUINONE C7 UNIT AS AN INHIBITOR OF MITOTIC CELL DIVISION

Bifurcarenone, a C27 hydroquinone isolated from the brown seaweed Bifurcaria galapegensis, was synthesized as its racemate, and shown to be 2.The structure 1, originally proposed for bifurcarenone, was synthesized, and found to be different from the natur