78964-27-9

Upstream product

• 78920-00-0 1-(2,5-dimethoxy-4-methylphenyl)ethyl diisopropylcarbamate 
• 170235-99-1 2,5-bis(methoxymethoxy)-4-(1,5-dimethylhex-4-enyl)toluene 
• 4630-06-2 6-methylhept-5-en-2-ol 
• 681473-22-3 2,5-bis(methoxymethoxy)-4-bromotoluene 
• 180578-98-7 2,5-dimethoxy-4-methylphenylmagnesium bromide 
• 170235-97-9 4-(2',5'-dimethoxymethyloxy-4'-methylphenyl)pentanol 
• 170235-90-2 4-(2,5-Dimethoxy-4-methyl-phenyl)-5-hydroxy-pentanoic acid methyl ester 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 78964-28-0 (+/-)-curcuquinone 
• 13720-58-6 1-(2,5-Dimethoxy-4-methyl-phenyl)-ethanone 
• 1257259-80-5 2-(2,5-dimethoxy-4-methylphenyl)but-3-en-2-ol 
• 1257259-87-2 ethyl 5-(4-methyl-2,5-dimethoxylphenyl)hexanoate 
• 1257259-84-9 C₁₇H₂₄O₄ 
• 1235975-41-3 2-methyl-6-(4-methyl-2,5-dimethoxylphenyl)-2-heptanol 

Downstream Products

• 1225275-10-4 1,4-bis-(tert-butyldimethylsilyloxy)-2-(1,5-dimethylhex-4-enyl)-5-methylbenzene 
• 78964-28-0 (+/-)-curcuquinone 

Relevant academic research and scientific papers

A short synthesis of bisabolane sesquiterpenes

A facile total synthesis of three members of the bisabolane sesquiterpene family, namely (±)-curcumene, (±)-xanthorrhizol and (±)-curcuhydroquinone had been achieved in high overall yield. The synthesis used bromobenzene derivatives as starting materials.

Syntheses of (±)-curcuphenol, (±)-curcudiol and (±)-curcuhydroquinone: A Johnson-Claisen rearrangement approach

The synthesis of (±)-curcuphenol 1, (±)-curcudiol 2, (±)-curcuhydroquinone 3 and (±)-curcuquinone 4 had been achieved, in which the Johnson-Claisen rearrangement was used as key step.

Synthesis of bisabolane sesquiterpenes: A Johnson-Claisen rearrangement approach

Several bisabolane sesquiterpenes, (±)-curcumene, (±)-curcuphenol, (±)-curcudiol and (±)-curcuhydroquinone, have been synthesized in racemic form and fully characterized. The salient characteristic of our approach is that a Johnson-Claisen arrangement was

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.

Facile syntheses of (±)-curcuphenol-(±)-curcudiol-±)- curcuhydroquinone, and (±)-curcuquinone

The syntheses of (±)-curcuphenol 1, (±)-curcudiol 2, (±)-curcuhydroquinone 3, and (±)-curcuquinone 4 have been achieved. The key steps involved in the syntheses were the Reformatsky reaction and hydrogenation reaction. Copyright

Synthesis of Aromatic Bisabolene Natural Products via Palladium-Catalyzed Cross-Couplings of Organozine Reagents

Aromatic bisabolene derivatives were prepared by two methods involving cross-coupling of organozinc reagents. The first synthesis of (±)-glandulone A (10), as well as syntheses of (± )-curcuhydroquinone (8) and (±)-curcuquinone (9), were accomplished via coupling of a secondary alkyl zinc reagent (1,5-dimethyl-4-hexenylzinc halide, 18) to protected bromohydroquinones using Pd(dppf)Cl2 as catalyst. Coupling of arylzinc halides with alkenyl triflate 16 using Pd(PPh 3)4 catalyst provided a number of bisabolene derivatives and led to syntheses of dehydro-α-curcumene (2), (±)-curcuphenol (3), and (±)-elvirol (13). A high-yield synthesis of the (±)-heliannuol D precursor 29 is also reported using this method.

Microwave-assisted efficient synthesis of alliodorin and (±)- curcuhydroquinone

Terpenoids 1 and 2 have been synthesized from readily available starting materials using Li2CuCl4-catalysed coupling of Grignard reagents with alkyl/aryl bromides and microwave-assisted oxidation of allylic methyl groups, using SeOs

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