1050651-07-4

Usage

Uses

Used in Fragrance Industry:
(S)-3-(prop-1-en-2-yl)cyclohexan-1-one is used as a fragrance compound for its ability to impart a pleasant, floral scent to various products. It is a key ingredient in the production of violet, raspberry, and other fruity or floral scents, making it a valuable addition to perfumes, cosmetics, and other fragrance products.
Used in Flavor Industry:
In the flavor industry, (S)-3-(prop-1-en-2-yl)cyclohexan-1-one is used as a flavoring agent to enhance the taste of various food products. Its natural, floral aroma adds a unique and appealing flavor profile to a wide range of products, contributing to their overall sensory experience.
Used in Pharmaceutical Applications:
(S)-3-(prop-1-en-2-yl)cyclohexan-1-one is being studied for its potential pharmaceutical and medicinal uses. It has shown promise in the development of anti-inflammatory and anti-cancer drugs, making it a valuable compound for further research and development in the medical field.
Used in Cosmetics Industry:
In the cosmetics industry, (S)-3-(prop-1-en-2-yl)cyclohexan-1-one is used as an ingredient to add a pleasant, floral scent to various cosmetic products. Its natural aroma enhances the sensory experience of these products, making them more appealing to consumers.

Upstream product

• 1152435-28-3 C₁₂H₁₈O₂ 
• 930-68-7 cyclohexenone 
• 126689-00-7 2-methyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene 
• 557-93-7 2-bromoprop-1-ene 
• 126726-62-3 2-isopropenyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 6611-97-8 3-(1-propen-2-yl)cyclohexanone 

Downstream Products

• 23396-36-3 (3S)-3-isopropylcyclohexanone 
• 1643368-58-4 BMS-986142 

Relevant academic research and scientific papers

Adventures in Atropisomerism: Total Synthesis of a Complex Active Pharmaceutical Ingredient with Two Chirality Axes

A strategy to prepare compounds with multiple chirality axes, which has led to a concise total synthesis of compound 1A with complete stereocontrol, is reported.

Development of a Kilogram-Scale Process for the Enantioselective Synthesis of 3-Isopropenyl-cyclohexan-1-one via Rh/DTBM-SEGPHOS-Catalyzed Asymmetric Hayashi Addition Enabled by 1,3-Diol Additives

The development of a scalable process for the Rh-catalyzed asymmetric 1,4-addition of (isopropenyl)pinacolboronate to 2-cyclohexen-1-one is reported. High-throughput ligand screening and initial optimization studies identified DTBM-SEGPHOS as an effective ligand along with a heptane/MeOH mixed solvent system. An inhibitory effect of the pinacol byproduct was identified, which could be mitigated by the addition of a 1,3-diol such as neopentyl glycol (npg). This process was demonstrated on 1 kg scale with 0.6 mol % Rh, producing (S)-1 in 82% yield and 99.6% ee, and was successfully scaled up at a vendor on 100 kg scale.

Enantioselective rhodium(I)-triethylamine catalyzed addition of potassium isopropenyl trifluoroborate to enones

A general process is reported for the highly enantioselective 1,4-addition of isopropenyl trifluoroborate to cyclic enones under catalysis by a chiral Rh(I) complex and triethylamine at room temperature.

A Failed Late-Stage Epimerization Thwarts an Approach to Ineleganolide

Significant efforts were made to complete a synthesis of the complex norcembranoid ineleganolide via a seemingly attractive strategy involving late-stage creation of the central seven-membered ring. While the two key enantioenriched building blocks were made via high-yielding sequences and their convergent union was efficient, the critical C4-C5 bond of this sterically congested natural product could never be forged. Several interesting examples of unexpected acid-base behavior and unanticipated proximity-induced reactivity accounted for most of the problems in the execution of the synthesis plan.

Stereochemical Insights into the Anaerobic Degradation of 4-Isopropylbenzoyl-CoA in the Denitrifying Bacterium Strain pCyN1

The constitutions and absolute configurations of two previously unknown intermediates, (1S,2S,4S)-2-hydroxy-4-isopropylcyclohexane-1-carboxylate and (S)-3-isopropylpimelate, of anaerobic degradation of p-cymene in the bacterium Aromatoleum aromaticum pCyN

PROCESS FOR PREPARING TETRAHYDROCARBAZOLE CARBOXAMIDE COMPOUND

Disclosed is a process for preparing Compound 8: (8) comprising the step of reacting Compound of 7: (7) wherein R is C1-8 alkyl or benzyl in the presence of a base. Also disclosed are intermediates and processes for preparing the intermediates.

COMPOUNDS FOR MODULATING MITOCHONDRIAL FUNCTION

Compounds and compositions that can modulate mitochondrial function in neuronal cells are provided herein, as are methods for using the compounds and compositions to treat or prevent conditions such as Alzheimer's disease.

Synthesis and AChE inhibitory activity of new chiral tetrahydroacridine analogues from terpenic cyclanones

This work describes the enantioselective synthesis of a new series of terpenic chiral 9-aminotetrahydroacridine analogues. Several chiral ketones were synthesized from natural monoterpenes in an optically active form and subjected to the cyclodehydration reactions with anthranilonitrile in the presence of BF3·Et2O as catalyst. The 9-aminotetrahydroacridine analogues were tested as acetylcholinesterase (AChE) inhibitors. Based on qualitative structure-activity relationship some trends are suggested.