86232-53-3

Upstream product

• 78312-28-4 5-nitro-2,3-dimethoxytoluene 
• 4463-33-6 1,2-dimethoxy-3-methylbenzene 
• 18102-31-3 2-methoxy-3-methylphenol 
• 2896-67-5 2-methyl-6-methoxyphenol 
• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 

Downstream Products

• 100668-75-5 3,4-dimethoxy-5-methylphenol 
• 86232-27-1 3-methyl-5-chloro-1,2-dimethoxybenzene 
• 58005-60-0 5-bromo-2,3-dimethoxytoluene 
• 100761-40-8 (+/-)-2-(1,5-dimethyl-4-hexenyl)-3-methoxy-5-methyl-2,5-cyclohexadiene-1,4-dione <(+/-)-O-methylperezone> 
• 38790-14-6 1,2,5-trimethoxy-3-methylbenzene 
• 100668-78-8 (+/-)-leucoperezone trimethyl ether 
• 100668-77-7 (+/-)-8-hydroxyleucoperezone 
• 86232-51-1 2,3-diacetoxy-5-chlorophenylacetic acid 
• 86232-50-0 methyl 2,3-diacetoxy-5-chlorophenylacetate 
• 86232-44-2 5-bromo-2,3-dimethoxyphenylacetohydroxamic acid 
• 86232-45-3 5-chloro-2,3-dimethoxyphenylacetohydroxamic acid 
• 86232-42-0 methyl 5-bromo-2,3-dimethoxyphenylacetate 
• 86232-43-1 methyl 5-chloro-2,3-dimethoxyphenylacetate 
• 86232-38-4 5-bromo-2,3-dimethoxyphenylacetic acid 

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).