100668-77-7

Upstream product

• 4463-33-6 1,2-dimethoxy-3-methylbenzene 
• 2973-76-4 5-bromo-4-hydroxy-3-methoxybenzaldehyde 
• 93092-14-9 1-bromo-5-hydroxy-2,3-dimethoxybenzene 
• 100668-76-6 Formic acid 3-bromo-4,5-dimethoxy-phenyl ester 
• 78312-28-4 5-nitro-2,3-dimethoxytoluene 
• 100668-75-5 3,4-dimethoxy-5-methylphenol 
• 86232-53-3 3-Methyl-4,5-dimethoxyaniline 
• 6948-30-7 5-bromoveratralaldehyde 
• 23030-39-9 1-bromo-2,3,5-trimethoxybenzene 

Downstream Products

• 100668-78-8 (+/-)-leucoperezone trimethyl ether 
• 100761-40-8 (+/-)-2-(1,5-dimethyl-4-hexenyl)-3-methoxy-5-methyl-2,5-cyclohexadiene-1,4-dione <(+/-)-O-methylperezone> 

Relevant academic research and scientific papers

FORMAL TOTAL SYNTHESIS OF β-PIPITZOL

(+/-)-O-methylperezone (1b) was obtained by selective oxidative demethylation of (+/-)-leucoperezone trimethyl ether (4a).Compound (4a) was prepared by condensation of 2,3,5-trimethoxytoluene (5e) with 6-methyl-5-heptene-2-one, followed by reductive removal of the tertiary alcohol.The aromatic precursor 5e was prepared in four steps from 2,3-dimethoxytoluene (5a) and, alternatively, in three steps from 5-bromoveratraldehyde (6a).Racemic 1b and 4a were directly compared with the optically active molecules prepared from natural R(-)-perezone (1a).