99176-18-8

Upstream product

• 110-91-8 morpholine 
• 286-20-4 cyclohexane-1,2-epoxide 
• 14909-84-3 2-(4-morpholinyl)cyclohexanone 
• 286-20-4 cyclohexene oxide 
• 14909-79-6 trans-2-morpholinocyclohexanol 

Downstream Products

• 14909-84-3 2-(4-morpholinyl)cyclohexanone 
• 1220636-81-6 C₁₂H₂₁NO₃ 
• 29848-34-8 (2,6-dimethyl-phenyl)-carbamic acid 2-morpholin-4-yl-cyclohexyl ester 
• 29848-37-1 (2,6-dichloro-phenyl)-carbamic acid 2-morpholin-4-yl-cyclohexyl ester 
• 29848-35-9 o-tolyl-carbamic acid 2-morpholin-4-yl-cyclohexyl ester 
• 29848-38-2 (2-chloro-phenyl)-carbamic acid 2-morpholin-4-yl-cyclohexyl ester 
• 29848-36-0 (2-chloro-6-methyl-phenyl)-carbamic acid 2-morpholin-4-yl-cyclohexyl ester 
• 29848-33-7 (2,4,6-trimethyl-phenyl)-carbamic acid 2-morpholin-4-yl-cyclohexyl ester 

Relevant academic research and scientific papers

Highly efficient and versatile chemoselective addition of amines to epoxides in water catalyzed by erbium(III) triflate

Er(OTf)3 is proposed as a highly efficient and reusable catalyst for the opening of epoxides in water with aliphatic as well as aromatic amines leading to the synthesis of β-amino alcohols. The aqueous conditions employed in the present method will make it 'environmentally friendly' and potentially useful for industrial applications.

Tetragonal versus hexagonal: Structure-dependent catalytic activity of Co/Zn bimetallic metal-organic frameworks

Tetragonal and hexagonal phases of monometallic Zn and bimetallic Co/Zn metal-organic frameworks (MOFs), with secondary building units (SBUs) containing a M3O (M = metal) cluster, were synthesized from identical constituents using a benzenetricarboxylate (BTC3-) linker that forms decorated 3,6- and 3,5-connected networks, respectively. There exist subtle differences between the SBUs; one of the metal atoms in the M3O cluster in the tetragonal phase has one dissociable DMF solvent molecule while that in the hexagonal phase has three. Connectivities between the SBUs form one-dimensional channels in both MOFs. These MOFs catalyze the chemoselective addition of amines to epoxides, giving exclusively β-hydroxyamine under heterogeneous conditions. A ring-opening reaction of a symmetrical epoxide showed that the hexagonal phase diastereoselectively yields trans-alcohol, exhibiting an exquisite model for structure-dependent activity.

Mesoporous Titania-Iron(III) Oxide with Nanoscale Porosity and High Catalytic Activity for the Synthesis of β-Amino Alcohols and Benzimidazole Derivatives

A mesoporous TiO2-Fe2O3 mixed oxide material (MTF-1E) with nanoscale porosity and a high BET surface area was synthesized using sodium dodecyl sulfate (SDS) as a structure-directing agent. The material was characterized by

In vivo antifilarial activity of some cyclic and acylic alcohols

The filarial nematodes, Wuchereria bancrofti, Brugia malayi, and Brugia timori are the causative agents of lymphatic filariasis. 2-Substituted propanol, cyclohexanol, and cyclooctanol compounds were evaluated for microfilaricidal and macrofilaricidal activity in vivo against Acanthocheilonema viteae and Litomosoides carinii in rodents. In the cyclohexanol series, 2-(piperidin-1-yl) cyclohexanol (2b) showed 88.9% macrofilaricidal activity against A. viteae in vivo, while cyclooctanol series, 2-(4- benzyl piperdin-1-yl) cyclooctanol (2f) showed 100% macrofilaricidal activity against A. viteae. Further, compounds 1-(furan-2-ylamino) ethanol (4a) and 1-(4-benzylpiperidin- 1-yl)-ethyl acetate (5b) showed 81.3% and 83.4% macrofilaricidal activity, respectively, against the same parasite. Interestingly, compounds 2f and 4a showed significant sterilization of female worms in A. viteae. However, these compounds were found inactive against L. carinii. Therefore, the new class of compounds appeared to have promising antifilarial activity.

Dynamic kinetic resolution allows a highly enantioselective synthesis of cis-α-aminocycloalkanols by ruthenium-catalyzed asymmetric hydrogenation

(Chemical Equation Presented) Resolutely dynamic hydrogenation: A highly efficient asymmetric hydrogenation of racemic N,N-disubstituted α-aminocycloalkanones involving dynamic kinetic resolution in the presence of a ruthenium catalyst gives chiral α-aminocycloalkanols with excellent enantioselectivities and cis diastereoselectivities (see scheme). A synthesis of optically pure U-(-)-50488 based on this reaction is reported.

Synthesis and biological studies of novel 2-aminoalkylethers as potential antiarrhythmic agents for the conversion of atrial fibrillation

A series of 2-aminoalkylethers prepared as potential antiarrhythmic agents is described. The present compounds are mixed sodium and potassium ion channel blockers and exhibit antiarrhythmic activity in a rat model of ischemia-induced arrhythmias. Structure-activity studies led to the identification of three compounds 5, 18, and 26, which were selected based on their particular in vivo electrophysiological properties, for studies in two canine atrial fibrillation (AF) models. The three compounds converted AF in both models, but only compound 26 was shown to be orally bioavailable. Resolution of the racemate 26 into its corresponding enantiomers 40 and 41 and subsequent biological testing of these enantiomers led to the selection of (1S,2S)-1-(1-naphthalenethoxy)-2-(3- ketopyrrolidinyl)cyclohexane monohydrochloride (41) as a potential atrial selective antiarrhythmic candidate for further development.

Hydrophobic amplification of noncovalent organocatalysis

The effects of hydrogen-bonding organocatalysts and water for the acceleration of epoxide openings with a variety of nucleophiles are additive and lead to excellent yields of the catalyzed reactions in water. The Royal Society of Chemistry 2006.

AMINOCYCLOHEXYL ETHER COMPOUNDS AND USES THEREOF

Aminocyclohexyl ether compounds of formula (I), or a solvate or pharmaceutically acceptable salt thereof: are disclosed. In said formula, A, X and R, -R5 have the meanings given in the description. The compounds of the present invention may be inco

Microwave-assisted aminolysis of epoxides under solvent-free conditions catalyzed by montmorillonite clay

The reaction of primary and secondary amines with epoxides in the presence of montmorillonite K10 clay, under solvent-free conditions and microwave irradiation affords high yields of β-amino alcohols.

Lithium trifluoromethanesulfonate-catalysed aminolysis of oxiranes

The aminolysis of oxiranes was found to be catalysed by lithium trifluoromethanesulfonate in acetonitrile solutions. This salt turned out to be an excellent substitute for the unsafe lithium perchlorate.