307492-77-9

Upstream product

• 25458-46-2 4-methoxyphenyl methoxymethyl ether 
• 870-63-3 prenyl bromide 
• 150-76-5 4-methoxy-phenol 

Downstream Products

• 434928-87-7 (E)-2-(4-hydroxy-3-methylbut-3-en-1-yl)-4-methoxy-1-methoxymethoxybenzene 
• 307492-79-1 (2R,3R)-2-(2,3-epoxy-4-hydroxy-3-methylbutyl)-4-methoxy-1-methoxymethoxybenzene 
• 307492-80-4 (3S)-(+)-2-(3,4-dihydroxy-2,3-epoxy-3-methylbutyl)-4-methoxy-1-methoxymethoxybenzene 
• 307492-81-5 (S)-(+)-2-[2-(2,2,4-trimethyl-1,3-dioxolan-4-yl)ethyl]-4-methoxy-1-(methoxymethox)ybenzene 
• 307492-89-3 toluene-4-sulfonic acid 2-methyl-2-(4-methyl-pent-3-enyl)-2H-chromen-6-yl ester 
• 307492-88-2 (2S)-(+)-2-methyl-6-tosyloxy-2-(tosyloxymethyl)-2H-chromene 
• 307492-86-0 C₂₅H₂₆O₇S₂ 
• 307492-90-6 C₂₅H₂₅BrO₇S₂ 
• 307492-87-1 (2S)-(+)-4-bromo-2-methyl-6-tosyloxy-2-tosyloxymethyl-2H-chromene 

Relevant academic research and scientific papers

Enantioselective synthesis of cordiachromene

An enantioselective synthesis of cordiachromene is described. An allylic alcohol moiety is first attached in the o-position to the methoxymethoxy substituent in 1-methoxy-4-methoxymethoxybenzene. Then chirality is introduced successively through asymmetric Sharpless epoxidation on the allylic alcohol moiety and regioselective ring-opening. The chiral diol prepared is then cyclized to chromanmethanol with total retention of configuration. Chromenemethanol is obtained after bromination and dehydrobromination. The total synthesis is achieved by reaction between the tosylated chromene chiral moiety and an organomagnesium prenylated compound.