7663-54-9

Upstream product

• 3411-09-4 (E)-4-(2,6-dimethoxy-4-pentylphenyl)but-3-en-2-one 
• 19493-09-5 Methylenetriphenylphosphorane 
• 3410-84-2 2,6-dimethoxy-4-pentylbenzaldehyde 
• 141992-07-6 1-(2,6-Dimethoxy-4-pentyl-phenyl)-3-methyl-but-2-en-1-ol 
• 3411-09-4 2.6-Dimethoxy-4-pentyl-benzalaceton 
• 1779-49-3 Methyltriphenylphosphonium bromide 

Downstream Products

• 930598-05-3 2-[2-(2,6-dimethoxy-4-pentylphenyl)-4-methyl-cyclohex-3-enyl]-2-propanol 
• 1310045-80-7 (2''S)-N-{(1E)-1-[(1R,2R)-2-(2',6'-dimethoxy-4'-pentylphenyl)-4-methylcyclohex-3-en-1-yl]ethylidene}-2''-(methoxymethyl)pyrrolidin-1''-amine 
• 1310045-82-9 (2''S)-N-{1-[(1S,2S)-2-(2',6'-dimethoxy-4'-pentylphenyl)-4-methylcyclohex-3-en-1-yl]ethylidene}-2''-(methoxymethyl)-pyrrolidin-1''-amine 
• 1310045-84-1 1-(2',6'-dimethoxy-5-methyl-4'-pentyl-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)ethanone 
• 1310045-86-3 1-((1S,2S)-2-(2',6'-dimethoxy-4'-pentylphenyl)-4-methylcyclohex-3-enyl)ethanone 
• 1310045-89-6 2-((1S,2S)-2-(2'-hydroxy-6'-methoxy-4'-pentylphenyl)-4-methylcyclohex-3-enyl)propan-2-ol 
• 1972-08-3 (+/-)-cis-6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol 
• 488787-51-5 (3R,4R)-3-[(2-hydroxy-6-methoxy-4-pentyl)phenyl]-1-methyl-4-[(1-methyl-1-triethylsilyloxy)ethyl]-1-cyclohexene 
• 1242-67-7 1,3-dimethoxy-2-((1RS,6RS)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-enyl)-5-pentylbenzene 
• 3556-78-3 trans-4-[3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol 
• 3556-78-3 cis-DL-Cannabidiol 

Relevant academic research and scientific papers

High-pressure access to the Δ9-cis - And Δ9-trans-tetrahydrocannabinols family

Diels-Alder reactions of a range of 1-(alkoxy/alkyl-substituted phenyl)buta-1,3-dienes with methyl vinyl ketone and methyl acrylate carried out in ethanol as the reaction medium under 9 kbar pressure were investigated. The use of high pressure as the activating method of the Diels-Alder reactions allows the efficient and endodiastereoselective generation of a series of cis-cyclohexenyl-benzene cycloadducts, which are selectively converted into their trans-epimers. The cis-cyclohexenyl-benzenes and trans-cyclohexenyl- benzenes produced are useful precursors for accessing substituted privileged cis-6a,7,8,10a-tetrahydro-6H-benzo[c]chromene and trans-6a,7,8,10a-tetrahydro- 6H-benzo[c]chromene skeletons. The total syntheses of Δ9-cis- tetrahydrocannabinol (THC) and Δ9-trans-THC, through the use of selected Diels-Alder adducts, are described. Finally, a route for obtaining Δ9-trans-THC in both enantiomeric pure forms based on the (S)-(-)-1-amino-2-(methoxymethyl)pyrrolidine (SAMP)-hydrazone method is also reported.

CONVERSION OF ALLYLIC ALCOHOLS INTO CONJUGATED DIENES

Phosphorus oxychloride and pyridine convert allylic alcohols into conjugated dienes in good to excellent yields.Key Words: Phosphorus oxychloride; allylic alcohols; dehydration; dienes.