7583-84-8

Usage

InChI:InChI=1/C11H21NO/c13-11-7-3-2-6-10(11)12-8-4-1-5-9-12/h10-11,13H,1-9H2/t10-,11+/m1/s1

Upstream product

• 3319-04-8 α-N-piperidylcyclohexanone 
• 628-77-3 1,5-diiodopentane 
• 286-20-4 cyclohexane-1,2-epoxide 
• 1074-30-2 (piperidinyl)trimethylstannane 
• 6091-44-7 piperidine hydrochloride 
• 110-89-4 piperidine 
• 822-87-7 2-Chlorocyclohexanone 

Downstream Products

• 907172-87-6 C₁₃H₂₃NO₂ 
• 3319-04-8 α-N-piperidylcyclohexanone 

Relevant academic research and scientific papers

Heterogeneous ring-opening reactions and Knoevenagel condensation reactions with cobalt complexes: Effect of CoII versus CoIII states on catalysis

This work illustrates comparative catalytic performance of two sets of cobalt complexes within a common macrocyclic ligand environment: CoII complexes 1 and 2 versus CoIII complexes 3 and 4. All four cobalt complexes functioned as the heterogeneous catalysts for the ring-opening reactions of assorted epoxides as well as Knoevenagel condensation reactions of assorted aldehydes. Cobalt(II) complexes were noted to be the superior catalysts over cobalt(III) complexes for both types of organic transformations. The observed difference in the catalytic performance of two sets of cobalt complexes has been related to the kinetic differences between CoII versus CoIII ions. All four cobalt complexes display high catalytic efficiency and excellent reusability without any apparent loss in the catalytic performance.

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.

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.

MCM-41 catalyzed efficient regioselective synthesis of β-aminoalcohol under solvent-free conditions

β-Aminoalcohols were synthesized in high yields by reaction of epoxides with amines in the presence of MCM-41 as a green and reusable catalyst under solvent-free conditions.

Synthesis of nitrile coordinated Lewis acids Al(OC(CF3) 2R)3 and their application in catalytic epoxide ring-opening reactions

Four nitrile ligated aluminum-based Lewis acids PhCNAl(OC(CF 3)2PhCH3)3 (1), CH 3CNAl(OC(CF3)2PhCH3)3 (2), PhCNAl(OC(CF3)2Ph)3 (3), CH 3CNAl(OC(CF3)2Ph)3 (4) were synthesized and characterized by nuclear magnetic resonance and infrared spectroscopy, as well as X-ray crystallography. The ring-opening reactions of epoxides with aromatic/aliphatic amines were efficiently catalyzed by compounds 1-4 as catalysts in a concentration of 1 mol% under solvent-free conditions at room temperature, affording 2-amino alcohols in high yields (up to 99%) within 4 h. Compound 1, being the best catalyst, yields 70% product within 10 min. Published by Elsevier B.V.

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.

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.

Benzothiophenes

This invention is related to novel benzothiophene compounds of formula I: which are useful for the inhibition of the various medical conditions associated with postmenopausal syndrome, as well as estrogen dependent diseases including cancer of the breast, uterus, and cervix. The present invention further relates to pharmaceutical formulations of compounds of formula I.

Sur la stereochimie de la reduction des aminocetones et des aziridinocetones par le borohydrure de zinc

The reduction of aminoketones and aziridinoketones with zinc borohydride is highly stereoselective.The zinc atom is complexed only by nitrogen atoms of reduced molecules.There is no chelate formation with the participation of carbonyl groups.