170235-92-4

Upstream product

• 1225275-08-0 1-{5-(benzyloxy)pent-1-en-2-yl}-2,5-dimethoxy-4-methylbenzene 
• 78508-74-4 methyl (2E)-3-<(2RS)-oxiran-2-yl>prop-2-enoate 
• 24599-58-4 2,5-dimethoxy toluene 
• 164921-92-0 methyl 4-(2',5'-dimethoxy-4'-methylphenyl)-5-hydroxy-(2E)-pentanoate 
• 170235-90-2 4-(2,5-Dimethoxy-4-methyl-phenyl)-5-hydroxy-pentanoic acid methyl ester 
• 170235-91-3 methyl 4-(2',5'-dimethoxy-4'-methylphenyl)-5-tosyloxypentanoate 

Downstream Products

• 170235-99-1 2,5-bis(methoxymethoxy)-4-(1,5-dimethylhex-4-enyl)toluene 
• 170235-98-0 4-(2,5-Bis-methoxymethoxy-4-methyl-phenyl)-pentanal 
• 78964-27-9 (+/-)-curcuhydroquinone 
• 78964-28-0 (+/-)-curcuquinone 
• 170235-96-8 4-(2',5'-dimethoxymethyloxy-4'-methylphenyl)pentyl acetate 
• 170235-97-9 4-(2',5'-dimethoxymethyloxy-4'-methylphenyl)pentanol 
• 170235-95-7 Acetic acid 4-(2,5-dihydroxy-4-methyl-phenyl)-pentyl ester 
• 155608-82-5 4-(2',5'-dimethoxy-4'-methylphenyl)pentyl acetate 

Relevant academic research and scientific papers

Synthesis of (±)-heliannuol D based on platinum catalyzed regioselective addition of arylboronic acids to allenes

An alternative total synthesis of (±)-heliannuol D has been achieved in 13 steps and 6.9% overall yield from the arylboronic acid 9. The synthesis applies the previously developed regiocontrolled addition of arylboronic acids to alienes using a platinum catalyst to install the C5 carbon chain on the aryl ring.

Reaction of methyl 4,5-epoxy-(2E)-pentenoate with arenes. II. Application to the synthesis of(±)-curcudiol, (±)-curcuphenol, (±)-curcuhydroquinone, and(±)-curcuquinone

Four bisabolane sesquiterpenes, (±)-curcudiol (2), (±)-curcuphenol (3), (±)-curcuhydroquinone (5) and (±)-curcuquinone (6), were synthesized based on the reaction of methyl 4,5-epoxy-(2E)-pentenoate (1) with methoxytoluenes in the presence of boron trifluoride etherate.

A FACILE SYNTHESIS OF 4-ARYL-5-HYDROXY-(2E)-PENTENOATE DERIVATIVES AND ITS APPLICATIONS TO THE FIRST SYNTHESIS OF (+/-)-CURUCUDIOL, (+/-)-CURCUHYDROQUINONE AND (+/-)-CURCUQUINONE

The first syntheses of three kinds of bisabolane sesquiterpenes, (+/-)-curcudiol (29), (+/-)-curcuhydroquinone (40) and (+/-)-curcuquinone (41) were achieved based on the BF3*Et2O catalyzed reaction of (+/-) methyl 4,5-epoxy-(2E)-pentenoate (1) and polyme