19078-37-6

Usage

Uses

Used in Fragrance Industry:
1,4,4a,5,6,7,8,8a-Octahydro-2,5,5,8a-tetramethyl-1-naphthalenemethanol is used as a fragrance ingredient for its pleasant floral and woody scent, enhancing the aroma of perfumes and personal care products.
Used in Air Fresheners:
1,4,4a,5,6,7,8,8a-Octahydro-2,5,5,8a-tetramethyl-1-naphthalenemethanol is used as a scent additive in air fresheners to provide a long-lasting and pleasant odor, improving the overall atmosphere in various spaces.
Used in Laundry Detergents:
1,4,4a,5,6,7,8,8a-Octahydro-2,5,5,8a-tetramethyl-1-naphthalenemethanol is used as a scent enhancer in laundry detergents, imparting a fresh and appealing fragrance to washed clothes, making them more attractive to consumers.
Used in Household Products:
1,4,4a,5,6,7,8,8a-Octahydro-2,5,5,8a-tetramethyl-1-naphthalenemethanol is used as a scent component in various household products, such as cleaning agents and fabric softeners, to provide a pleasant and lasting aroma, making these products more appealing to users.

Upstream product

• 64-18-6 formic acid 
• 7548-13-2 Farnesoic acid 
• 4602-84-0 farnesol 
• 67-56-1 methanol 
• 106-28-5 Farnesol 
• 3675-00-1 methyl (E,E)-farnesoate 
• 87064-72-0 (2E,6E)-1-Methoxymethoxy-3,7,11-trimethyl-dodeca-2,6,10-triene 
• 87064-73-1 Trichloro-acetic acid (2E,6E)-3,7,11-trimethyl-dodeca-2,6,10-trienyl ester 
• 161835-52-5 (2E,6E)-3,7,11-trimethyldodeca-2,6,11-trien-1-ol 
• 75-09-2 dichloromethane 
• 64317-78-8 (E,E)-3,11-dimethylundeca-2,6,10-trien-1-ol 
• 53163-41-0 (+/-)-9αH-drimane-7α,11-diol 11-monoacetate 
• 29548-30-9 farnesyl acetate 
• 56194-27-5 methyl (6E)-farnesoate 

Downstream Products

• 510-98-5 8α(H)-drimanol 
• 510-98-5 (+)-drimanol 
• 155321-00-9 (11R_.13E)-11-benzenesulfonyl-15-(t-butyldiphenylsilyloxy)-labda-7,13-diene 
• 155191-51-8 (11R,14R)-11-benzenesulfonyl-13,14-epoxy-labd-7-en-15-ol 
• 155191-52-9 (11R,13S)-benzenesulfonyl-labd-7-ene-13,15-diol 
• 155321-01-0 (11R,13E)-11-benzeensulfonyl-labda-7,13-dien-15-ol 
• 155485-63-5 11-benzenesulfonyl-drim-7-ene 

Relevant academic research and scientific papers

A stereoselective synthesis of (±)-C-secolimonoid BCDE model compounds related to the insect antifeedant ohchinolide

A short and stereoselective synthesis of (±)-BCDE C-secolimonid model insect antifeedant related to ohchinolide and nimbolidin was accomplished in 13 (30% overall yield and 15 (30% overall yield) steps, respectively, from ethyl drimanate. The key steps are the torquoselective electrocyclization of the divinyl ketone 6, induced by perchloric acid, and the stereoselective rearrangement of the hydroxy lactone 12, inspired in a biosynthetic proposal. An alternative route, which provides access to (±)-BCDE ohchinolide and nimbolidin isomers, is also described.

A NEW OLEFIN CYCLIZATION AGENT, MERCURY(II) TRIFLUOROMETHANESULFONATE-AMINE COMPLEX

A new reagent, mercury(II) trifluoromethanesulfonate-amine complex, has been developed for effective cyclization of various farnesol derivatives in good yield and high selectivity.

Total synthesis of both enantiomers of 15-Oxopuupehenol methylendioxy derivatives

The total synthesis of both enantiomers of puupehenol and 15-oxopuupehenol as methylenedioxy derivatives is described. The key steps of the synthesis are the regioselective transformation of 10 to 11 and the stereoselective cyclization of 12 to 13.

Total synthesis of bioactive drimane-epoxyquinol hybrid natural products: Macrophorin A, 4′-oxomacrophorin A, and 1′-epi-craterellin A

Total synthesis of novel hybrid natural products, merosesquiterpenoids macrophorin A, 4′-oxomacrophorin A, and 1′-epi-craterellin A has been accomplished following a general strategy based on a sacrificial Diels-Alder-retroDiels-Alder approach to control regio- and stereoselectivity.

Superacid cyclization of certain aliphatic sesquiterpene derivatives in ionic liquids

Superacid cyclization was demonstrated for the first time to be successful in those ionic liquids with functional groups that are stable in the reaction medium using aliphatic sesquiterpene derivatives as examples.

Superacidic cyclisation-lipase-mediated kinetic resolution as a short route from achiral linear isoprenoid alcohols to scalemic cyclic isomers

(±)-α-Cyclogeraniol and (±)-drim-7-en-11-ol acetates obtained via the FSO3H-induced cyclisation of geraniol and (E)-farnesol and subsequent acetylation were hydrolysed in the presence of hog pancreas lipase (PPL) to afford (R)-(+)-α-cyclogeraniol (ee ～30% at the optimal conversion C = 20±2%) and (5R,9R,10R)-(+)-drim-7-en-11-ol (ee 78.5% at C = 30%), respectively; (±)-15-acetoxyisoagath-12-ene, obtained similarly from all-E-geranylgeraniol, is resistant to PPL-mediated hydrolysis, but is hydrolysed in the presence of lipase from Candida cylindracea to afford (10S,14R)-(-)-isoagath-12-en-15-ol of 69-80% ee in ～3% yield.

A convenient synthesis of (+)-albicanol based on enzymatic function: Total syntheses of (+)-albicanyl acetate, (-)-albicanyl 3,4- dihydroxycinnamate, (-)-drimenol, (-)-drimenin and (-)-ambrox

By using lipase 'PL-266' from Alcaligenes sp. enantioselective acetylation of (±)-albicanol 4 with isopropenyl acetate gave the enantiomerically pure (+)-albicanyl acetate 3 and (+)-albicanol 4. Deprotection of (+)-3 afforded the natural (+)-albicanol 4 which was converted to the natural products (-)-albicanyl 3,4-dihydroxycinnamate 7, (- )-drimenol 8, (-)-drimenin 9 and (-)-ambrox 10. (C) 2000 Elsevier Science Ltd.

Superacidic low-temperature cyclization of terpenols and their acetates

The superacidic low-temperature cyclization of terpenols and their acetates be fluorosulfonic acid represents a highly efficient chemo- and structurally selective and stereospecific process.Homoallylic alcohols (α-isomers of cycloterpenols) are the products of cyclization of terpenols; the configuration of the hydroxymethyl group in the products is predetermined by the configuration of the allylic double bond in aliphatic or partially cyclized precursors.The cyclization of terpenyl acetates yields monoacetates of fully cyclized diastereomeric primary-tertiary γ-diols.Their stereochemistry also depends on the configuration of the allylic double bond in the starting substrates. - Key words: terpenols; terpenyl acetates; cyclization, fluorosulfonic acid, drimanes, isoagathanes, scarlanes.

Cyclization and Rearrangements of Farnesol and Nerolidol Stereoisomers in Superacids

Acid-catalyzed cyclization of 2,3-trans- and 2,3-cis-farnesol proceeds regioselectively and stereospecifically, yielding drimenol and epi-drimenol, respectively.The trans and cis isomers of nerolidol undergo carbo- and heterocyclization reactions.The trans isomer gives tricyclic caged hydrocarbons with new skeletal types, while the rearrangements of the cis isomer produce derivatives of 2-oxabicyclodecane.The ICAR computer program was used to derive reasonable mechanisms for the acid-catalyzed transformations of nerolidol, and the probability of the mechanisms was evaluated by the molecular mechanics method.

CYCLIZATION OF α-TERPENOLS AND THEIR ACETATES BY FLUOROSULFONIC ACID

It has been shown that the superacid cyclization of α-terpenols and their acetates takes place with structural selectivity and chemo- and stereospecificity and leads to cyclic isoprenoids with higher yields than the cyclization of the corresponding β-terpenols and their acetates.