61505-17-7

Usage

Uses

Used in Organic Chemistry Research:
(4R)-1,4-dimethyl-4-[(1R)-1-methyl-2-methylidenecyclopentyl]cyclohexene is utilized as a reference compound in the field of organic chemistry. Its unique structure and properties make it valuable for understanding various chemical reactions and mechanisms.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (4R)-1,4-dimethyl-4-[(1R)-1-methyl-2-methylidenecyclopentyl]cyclohexene may have potential applications due to its complex structure and specific stereochemistry. It could be used as a starting material for the synthesis of new drugs or as a structural component in drug design.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, (4R)-1,4-dimethyl-4-[(1R)-1-methyl-2-methylidenecyclopentyl]cyclohexene might find use as a precursor for the development of new pesticides or other agrochemical products, taking advantage of its unique structural features.
Further research and study of (4R)-1,4-dimethyl-4-[(1R)-1-methyl-2-methylidenecyclopentyl]cyclohexene are necessary to fully understand its properties and explore additional potential uses in various industries.

Upstream product

• 124651-76-9 C₁₇H₃₁NO 
• 104762-31-4 1-(hydroxymethyl)-4-methyl-1-(1-methyl-2-methylenecyclopentyl)-3-cyclohexene 
• 82096-02-4 (+/-)-4-methyl-1(1-methyl-2-methylenecyclopentyl)-3-cyclohexene-1-carboxaldehyde 
• 61375-52-8 (2RS,1'SR)-2-(1',4'-dimethylcyclohex-3'-enyl)-2-methylcyclopentan-1-one 
• 19493-09-5 Methylenetriphenylphosphorane 
• 104762-26-7 (2-methyl-1-cyclopentenyl)methyl 4-methyl-3-cyclohexene-1-carboxylate 
• 104762-29-0 methyl 4-methyl-1-(1-methyl-2-methylenecyclopentyl)-3-cyclohexene-1-carboxylate 
• 932-51-4 2,5-dimethylcyclohexanone 
• 33722-72-4 (3a-cis)-3a,4,5,7a-Tetrahydro-3a,6-dimethyl-2(3H)-benzofuranone 
• 62140-77-6 Methyl(3α,3aα,7aα)-2,3,3a,4,5,7a-Hexahydro-3,3a,6-trimethyl-2-oxo-3-benzofuranbutanoate 
• 63797-63-7 (4-Methyl-cyclohex-3-enyl)-triphenyl-phosphonium; bromide 
• 82096-01-3 4-methyl-1-<<(2-methyl-1-cyclopentenyl)methoxy>methylene>cyclohex-3-ene 
• 104762-29-0 (R)-4-Methyl-1-((S)-1-methyl-2-methylene-cyclopentyl)-cyclohex-3-enecarboxylic acid methyl ester 
• 124787-29-7 (S)-4-Methyl-1-((S)-1-methyl-2-methylene-cyclopentyl)-2-oxo-cyclohexanecarboxylic acid methyl ester 

Relevant academic research and scientific papers

Synthesis of the sesquiterpenoid trichodiene using a free radical fragmentation approach

A highly regio- and stereoselective synthesis of the sesquiterpenoid trichodiene is reported. The approach requires only nine steps starting with a [2+2] photoaddition and employs the free radical fragmentation of an 'external' cyclobutane bond in a key step.

Diastereoselective synthesis of (±)-trichodiene and (±)-trichodiene-D3as analytical standards for the on-site quantification of trichothecenes

The ubiquitous Fusarium genus is responsible for the spoilage of vast amounts of cereals and fruits. Besides the economic damage, the danger to human and animal health by the concomitant exposure to mycotoxins represents a serious problem. A large number of Fusarium species produce a variety of different mycotoxins of which the class of trichothecenes are of particular importance due to their toxicity. Being identified as the common volatile precursor during the biosynthesis of trichothecenes, (-)-trichodiene (TD) is considered to be a biomarker for the respective mycotoxin content in food samples. We postulated that the development of a non-invasive, on-site GC-IMS method for the quantification of (-)-trichodiene supplemented with a stationary SIDA headspace GC-MS reference method would allow circumventing the laborious and expensive analyses of individual trichothecenes in large cereal samples. In this work we present the syntheses of the required native calibration standard and an isotope labeled (TD-D3) internal standard. This journal is

Stereoselective Synthesis of (+/-)-Trichodiene

Details of a convergent stereoselective synthesis of trichodiene (1) from simple monocyclic starting materials are reported.Stereochemical control is effected by Nazarov cyclization of dienone 14 and C-C bond cleavage of the resulting tricyclic products 1

66. β-Cleavage of Potassium bicyclooct-5-en-2-olates. Stereoselective Synthesis of (+-)-Trichodiene

The transformation of 12 bicyclooct-5-en-2-ols (V or VI) to 3-(cyclohex-3-enyl)-2-alkanones (III or IV), via β-cleavage of their potassium alkoxides in HMPA, has been investigated (cf. table I).As an illustration of this synthetic methodology, a stereoselective synthesis of (+)-trichodiene ((+)-1) is described wich involves the β-cleavage of the tricyclic potassium alkoxides 46a and 47a to cyclopentanone 4 (cf.Scheme 7).

A Diastereoselective Synthesis of (+/-) Trichodiene

A route to the total synthesis of the title compound is described.The key step involves the sigmatropic of the silyl keteneacetal derived from an allylic β-ketoester.The potential application of this protocol to the construction of the higher tricho

Reaction of Tin Enolates with Substituted Tricarbonylcyclohexadienyliumiron Hexafluorophosphate Electrophiles: Diastereoselective Synthesis of (+/-)-Trichodiene

A number of tin enolates react cleanly with tricarbonylcyclohexadienyliumiron cations, in cases where the use of lithium enolates or silyl enol ethers is problematic; this new carbon-carbon bond-forming reaction allows diastereoselective construction of p

A Highly Stereoselective, Convergent Synthesis of (+/-)-Trichodiene

A short, highly stereoselective synthesis of (+/-)-trichodiene had been completed via a convergent strategy using a Nazarov cyclization for stereospecific formation of the adjacent quarternary centers.

Stereoselective Synthesis of (+/-)-Trichodiene

A stereoselective synthesis of (+/-)-trichodiene (1) is described whose key step is the conversion of the tricyclic, homoallylic alcohol 3, via β-fragmentation of its potassium alkoxide 3a, to cyclopentanone 2.