21698-44-2

Usage

Uses

Used in Flavor and Fragrance Industry:
(2S)-3α-Vinyl-3-methyl-2β-(1-methylvinyl)-6β-isopropylcyclohexanone is used as a flavoring agent and fragrance for its distinctive aromatic properties, adding depth and complexity to various cosmetic and food products.
Used in Organic Synthesis:
In the field of organic synthesis, (2S)-3α-Vinyl-3-methyl-2β-(1-methylvinyl)-6β-isopropylcyclohexanone serves as a valuable intermediate or building block for the creation of more complex organic molecules, leveraging its reactive vinyl and carbonyl groups.
Used in Pharmaceutical Research:
(2S)-3α-Vinyl-3-methyl-2β-(1-methylvinyl)-6β-isopropylcyclohexanone is utilized in pharmaceutical research for its potential to contribute to the development of new drugs, given its unique stereochemistry and the possibility of its interaction with biological targets.

Upstream product

• 593-60-2 Vinyl bromide 
• 54735-45-4 2-Isopropenylpiperiton 
• 30167-08-9 Acetic acid (1S,2S,3S,6S)-3-(2-iodo-ethyl)-2-(2-iodo-1-methyl-ethyl)-6-isopropyl-3-methyl-cyclohexyl ester 
• 30167-04-5 Acetoxy-keton 
• 35727-45-8 shyobunol 
• 72247-88-2 2,6-Dimethyl-9-(1-methylethyl)tricyclo<4.4.0.0^2,5>decan-10-one 
• 1489-60-7 1-methylcyclobutene 
• 58404-57-2 (2S,3R)-2-Isopropenyl-6-isopropylidene-3-methyl-3-vinyl-cyclohexanone 
• 74924-05-3 8c-isopropyl-1,5-dimethyl-(1rH,2tH,5tH,6cH)-tricyclo[4.4.0.0^2,5]decan-7t-ol 
• 74211-89-5 2-Bromo-1,1-ethylenedioxy-6-isopropyl-3-methyl-3-vinylcyclohexane 
• 74211-88-4 1,1-Ethylenedioxy-6β-isopropyl-3β-methyl-3α-vinylcyclohexane 
• 89-81-6 piperitone 
• 74211-90-8 1,1-Ethylenedioxy-6β-isopropyl-2β-isopropenyl-3β-methyl-3α-vinylcyclohexane 
• 30167-07-8 Acetic acid (1S,2S,3S,6S)-6-isopropyl-3-(2-methanesulfonyloxy-ethyl)-2-(2-methanesulfonyloxy-1-methyl-ethyl)-3-methyl-cyclohexyl ester 

Downstream Products

• 35727-45-8 shyobunol 
• 239064-07-4 6α-hydroxyelemol 
• 6617-63-6 3ref-Methyl-3-aethyl-2cis.6cis-diisopropyl-cyclohexanon 

Relevant academic research and scientific papers

Structure-Odor Correlation, V. - From Menthone to Shyobunone - Change of Odor with Structure

Derivatives of menthone (4) were prepared by substitution at C-2 or C-3 whereby increasing similarity with the shyobunones (1, 2) should be achieved.Thus, the 3,3-disubstituted ketones 5-11 were synthesized by 1,4-addition to piperitone(3).The ketones 18 and 19 substituted at C-2 were prepared via the silyl ether 15.Analogously the ketones 22-25 have been synthesized.The ketones 28 and 29 were obtained from 15 via the diketone 20 and the aldol 21. - Key compound for the synthesis of 43 and 44 as well as 1 and 2 by 1,4-addition was the known ketone 40.While preparing 40 the side products 41 and 42 have also been obtained.The olfactory properties of the substituted menthones change stepwise from the minty odor of 4 by addition of spicy and woody notes up to those of 1 and 2 which possess a fruity-earthy-woody odor.

Synthesis of dl-Shyobunone

Shyobunone (I) has been synthesised starting from piperitone (II).The ketone (II) on reaction with divinyllithium cuprate produces stereospecifically the saturated ketone (III) in which the ketone function is masked as the ethylene ketal to give 1,1-ethyl