137639-64-6

Upstream product

• 51699-89-9 1,3-dibromo-2-methoxy-5-methylbenzene 
• 2432-14-6 3,5-dibromo-4-hydroxytoluene 
• 106942-84-1 1-(3-bromo-2-methoxy-5-methylphenyl)-1-ethanone 
• 56609-15-5 3'-bromo-2'-hydroxy-5'-methylacetophenone 
• 1450-72-2 5-methyl-2-hydroxyacetophenone 
• 848846-95-7 3-bromo-2-methoxy-5-methylphenol acetate 

Downstream Products

• 1128-32-1 2,3-dimethoxy-5-methylphenol 
• 137639-66-8 2-bromo-5-isopropoxy-6-methoxy-3-methylphenyl N,N-diethylcarbamate 
• 137639-65-7 3-isopropoxy-2-methoxy-5-methylphenol 
• 605-94-7 2,3-Dimethoxy-5-methyl-1,4-benzoquinone 

Relevant academic research and scientific papers

Directed metalation?￡?cross-coupling strategies. Total syntheses of the alleged and the revised phenanthrene natural product gymnopusin

The total synthesis of gymnopusin (2) is described. The originally assigned structure for gymnopusin 1a was found to be incorrect by total synthesis using the Directed ortho-Metalation (DoM)?￡?Cross- Coupling?￡?Directed remote Metalation (DreM) sequence, a demonstrable key strategy for the regioselective construction of the 9-phenanthrol core. The revised structure of gymnopusin (2) was confirmed by synthesis by adopting the same strategy but involving a key remote anionic Fries-rearrangement step. Both routes highlight methodologies and concepts which may be of value in the regiocontrolled synthesis of phenanthrenoids specifically and in complex polycyclic aromatics in general. Copyright

Radical-scavenging polyphenols: New strategies for their synthesis

New strategies for the synthesis of polyphenols, compounds with antioxidant properties contained in every kind of plants, are discussed. Syntheses of different classes of polyphenols, namely ubiquinones, present in many natural systems in which electron-transfer mechanisms are involved, hydroxytyrosol, one of the main components of the phenol fraction in olives, and flavonoids, widespread in the plant kingdom, were approached by simple and environmentally sustainable methods.

New convenient synthesis of iridol. An approach to the synthesis of ubiquinones

A strategy for the synthesis of ubiquinones, in which iridol is the key intermediate, has been developed, together with a new convenient synthesis of iridol (2,3-dimethoxy-5-methylphenol) starting from the easily available 4-methylphenol and using mild conditions and friendly and high-yielding reactions.

SYNTHETIC STRATEGIES BASED ON AROMATIC METALATION - CROSS COUPLING LINKS. REGIOSPECIFIC SYNTHESIS OF THE PHENANTHRENE NATURAL PRODUCT GYMNOPUSIN

An efficient synthesis of gymnopusin (2) using ortho metalation, Suzuki cross coupling, and new anionic Fries rearrangement (3) steps has been achieved.