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Usage

Uses

Used in Pharmaceutical Industry:
3-Cyclohexene-1-Methanol Methanesulfonate is used as a reactant in the preparation of Cinitapride (C441990), a medication used to treat gastrointestinal disorders. Its unique chemical structure allows for the synthesis of this important drug, contributing to the development of effective treatments for various conditions.
Used in Flavor and Fragrance Industry:
As a component of essential oils found in citrus varieties, 3-Cyclohexene-1-Methanol Methanesulfonate is used as a flavoring agent and fragrance ingredient. Its distinct aroma and taste properties make it a valuable addition to the creation of various food and cosmetic products, enhancing their sensory appeal.
Used in Chemical Synthesis:
3-Cyclohexene-1-Methanol Methanesulfonate is also used as a protected 3-Cyclohexene-1-methanol (C988020) in chemical synthesis processes. Its ability to be selectively deprotected and converted into other useful compounds makes it a versatile building block in the synthesis of a wide range of chemical products.

Upstream product

• 103668-33-3 3-hydroxymethylcyclohexene 
• 124-63-0 methanesulfonyl chloride 
• 100-50-5 3-Cyclohexene-1-carboxaldehyde 
• 72581-32-9 cyclohex-3-enylmethanol 

Downstream Products

• 34960-41-3 3-cyclohexenylbromomethane 
• 104023-30-5 4-(azidomethyl)-1-cyclohexene 
• 10468-33-4 2-(cyclohex-3-en-1-yl)acetamide 
• 40496-47-7 N-[2-(cyclohex-3-en-1-yl)ethyl]benzamide 
• 34956-61-1 2-(cyclohex-3-en-1-yl)acetonitrile 
• 40496-65-9 1-amino-2-(3-cyclohexen-1-yl) ethane 
• 103946-55-0 bis(3,4-epoxycyclohexylmethyl) ether 
• 142991-91-1 acetoxyacetic acid 
• 158213-00-4 (hydroxy)acetic acid 
• 32591-23-4 methyl N-<(3-cyclohexen-1-yl)methyl>carbamate 

Relevant academic research and scientific papers

Intramolecular Pyridinium Oxide Cycloadditions: Systematic Study of Substitution, Diastereoselectivity, and Regioselectivity

Intramolecular pyridinium oxide cycloadditions form complex polycyclic nitrogenous architectures. The diastereoselectivity and regioselectivity of pyridinium oxide cycloadditions was systematically investigated for the first time using complex substrates.

Synthesis of morphan derivatives with additional substituents in 8-position

The morphan system (2-azabicyclo[3.3.1]nonane) as a substructure of morphine is of major interest in medicinal chemistry. Herein, the synthesis of morphan derivatives with additional substituents at the propano bridge is reported. In order to avoid the isolation of the smelly and volatile nitrile 6 and the very polar primary amine 9, an efficient one-pot, three-step sequential transformation of the mesylate 5 into amides 10 was developed. The key step of the synthesis was the stereoselective intramolecular opening of the epoxides 11a-d leading to the exo-configured 8-hydroxymorphans 12a-d. The configuration of the exo-configured hydroxymorphan 12d bearing the ?- and s-pharmacophoric 3,4-dichlorophenylacetyl moiety was inverted by oxidation and stereoselective reduction. An X-ray crystal structure analysis of the benzamide 12c confirmed the relative configuration of the hydroxymorphans 12a-d and 14d.

CURABLE EPOXY RESIN COMPOSITION AND CURED PRODUCT THEREOF, DIOLEFIN COMPOUND AND PRODUCTION METHOD THEREFOR, AND PRODUCTION METHOD FOR DIEPOXY COMPOUND

An object of the present invention is to provide a curable epoxy resin composition, which is cured to provide a cured product having a high glass-transition temperature and particularly having excellent balance between heat resistance and transparency. The present invention relates to a curable epoxy resin composition comprising an alicyclic epoxy compound (A) represented by the following formula (1) and a curing agent (B), or a curable epoxy resin composition comprising an alicyclic epoxy compound (A) represented by the following formula (1) and a curing catalyst (C). [Formula 1] wherein R 1 to R 22 , which may be the same or different, each represent a hydrogen atom, a methyl group or an ethyl group; and m and n, which may be the same or different, each represent an integer of 1 to 4.

Reductive Cyclization of Carbon-Centered Glycine Radicals; A Novel Synthetic Route to Cyclic α-Amino Acids

Reductive cyclizations (tributyltin hydride, AIBN) of several α-(phenylthio)glycine derivatives with a 3-alkenyl substituent at nitrogen are reported.These reactions proceed via 2-aza-5-alken-1-yl radicals as intermediates which bear electron-withdrawing

Cycloalkylmethyl Radicals. Part 4. Electron Spin Resonance Study of Conformational Equilibria in Cyclohexenylmethyl and 4-Alkylcyclohexenylmethyl Radicals

For cyclohex-2-enylmethyl and 4-alkoxycyclohex-2-enylmethyl radicals the quasi-axial and the quasi-equatorial conformers can both be observed by e.s.r. spectroscopy.Similary, the axial and equatorial conformers of cyclohex-3-enylmethyl radical can be distinguished by e.s.r. spectroscopy.The conformational free-energy difference of the CH2. group in the 2-position, -ΔGdeg300, was found to be 0.17 +/- 0.03 kcal mol-1 and in the 3-position -ΔGdeg300=0.0 +/- 0.1 kcal mol-1.The Arrhenius parameters for inversion of the half-chair conformation of cyclohex-2-enylmethyl radical were determined by lineshape analysis of the exchange-broadened spectra and found to be: log(kf/s-1)=12.3 - (5.7 kcal mol-1)/2.3RT and log(kb/s-1)=12.0 - (5.5 kcal mol-1)/2.3RT.The barrier to rotation about the C.α-Cβ bond in a cyclohexenylmethyl radicals is much less than the barrier in a cyclohexylmethyl radical because the former radical has only one syn-axial hydrogen on C(5) to impede the rotation whereas the latter radical has two syn-axial hydrogens on C(3) and C(5).