149108-75-8

Usage

InChI:InChI=1/C13H17NO/c15-13(12-8-4-5-9-14-12)10-11-6-2-1-3-7-11/h4-5,8-9,11H,1-3,6-7,10H2

Upstream product

• 109-04-6 2-bromo-pyridine 
• 134560-43-3 2-cyclohexyl-N-methoxy-N-methylacetamide 
• 17624-36-1 2-pyridyllithium 
• 1121-60-4 pyridine-2-carbaldehyde 
• 98-98-6 2-Picolinic acid 
• 1227056-27-0 2,2'-(2-cyclohexylethane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 
• 23860-35-7 cyclohexylacetic acid chloride 
• 5292-21-7 Cyclohexylacetic acid 
• 155392-46-4 2-cyclohexyl-1-(2-pyridyl)ethanol 
• 2550-36-9 Cyclohexylmethyl bromide 

Downstream Products

• 918936-53-5 2-cyclohexyl-1-pyridin-2-yl-pent-4-en-1-one 
• 149108-78-1 (R)-2-((S)-2-Cyclohexyl-1-pyridin-2-yl-ethylamino)-2-phenyl-ethanol 
• 183962-51-8 1-(S,R)-(pyridin-2-yl)-2-cyclohexylethylamine 
• 910480-83-0 4-cyclohexyl-5-pyridin-2-yl-1H-pyrrole-2-carbaldehyde 
• 910480-82-9 2-(3-cyclohexyl-1H-pyrrol-2-yl)-pyridine 
• 910480-81-8 3-cyclohexyl-4-oxo-4-pyridin-2-yl-butyraldehyde 

Relevant academic research and scientific papers

Dual Functionalization of α-Monoboryl Carbanions through Deoxygenative Enolization with Carboxylic Acids

A dual functionalization of 1,1-diborylalkanes through deoxygenative enolization with carboxylic acids was developed. 1,1-Diborylalkanes were activated by MeLi to generate α-monoboryl carbanions. In situ IR spectroscopy indicated an interaction between carboxylic acid and 1,1-diborylalkane before addition of the activation reagent. Release of the active α-monoboryl carbanion from the masked form was necessary for its reaction with carboxylate to afford enolate species. Electrophilic trapping of enolate species with various electrophiles achieved dual functionalization of 1,1-diborylalkanes to afford a variety of α-mono, di-, and tri-substituted ketones.

A preparation method of the organic compound (by machine translation)

The invention relates to a preparation method of the organic compound: comprising the following steps: step one: in the nitrogen atmosphere, are added to the organic solvent in the organic carboxylic acid compound with the [...] compound; step two: to a mixture obtained in the step of adding alkyl lithium reagent, after reaction, is restored to the room temperature; step three: step b by heating the reaction mixture; step four: to step three by the electrophilic reagent is added in the mixture, to continue to reaction to obtain the ketone compound; wherein the organic carboxylic acid compound, alkyl lithium reagent, [...] compound and electrophilic reagents of the amount-of-substance ratio of 1.0: 2.5: 1.5: (1.0 - 2.0). The invention in a simple, economic, easy to obtain the raw material of the substrate, with only the addition of alkyl lithium as the activating agent, does not need any catalyst, a step to construct the previous method is difficult to efficient implementation of the ketone compound compound, such compound in the medical synthetic intermediates and organic photoelectric material science in very great application prospect. (by machine translation)

SUBSTITUTED AMINOTHIAZOLES AS INHIBITORS OF CANCERS, INCLUDING HEPATOCELLULAR CARCINOMA, AND AS INHIBITORS OF HEPATITIS VIRUS REPLICATION

Pharmaceutical compositions of the invention are presented which comprise substiuted aminothiazoles derivatives. The substiuted aminothiazoles derivatives have a disease-modifying action in the treatment of diseases associated with unregulated cell growth. Such diseases include cancers such as hepatocellular carcinoma, and viral infections from a hepatitis virus.

Improved replicon cellular activity of non-nucleoside allosteric inhibitors of HCV NS5B polymerase: From benzimidazole to indole scaffolds

Benzimidazole-based allosteric inhibitors of the hepatitis C virus (HCV) NS5B polymerase were diversified to a variety of topologically related scaffolds. Replacement of the polar benzimidazole core by lipophilic indoles led to inhibitors with improved potency in the cell-based subgenomic HCV replicon system. Transposing the indole scaffold into a previously described series of benzimidazole-tryptophan amides generated the most potent inhibitors of HCV RNA replication in cell culture reported to date in this series (EC50 ～ 50 nM).

Enantiomerically pure pyridylcycloalkylethylamines and the salts thereof and processes for preparing them

The present invention relates to new enantiomerically pure pyridylcycloalkylethylamines of formula 1a and 1b, the salts thereof as well as to methods of preparing them and their use as intermediate products. STR1

Benzoxazolamines and Benzothiazolamines: Potent, Enantioselective Inhibitors of Leukotriene Biosynthesis with a Novel Mechanism of Action

A series of benzoxazolamine and benzothiazolamine analogs that inhibit leukotriene (LT) biosynthesis are described.The initial lead, (S)-N-(benzothiazol-2-yl)phenylalanine ethyl ester (5a), was discovered in a screening program for inhibition of Ca-ionophore-A23187-induced LTB4 release in human polymorphonuclear leukocytes (IC50 0.23 μM).Through structural modification, it was determined that hydrophobic substituents in the 5-position and replacement of the phenyl ring of phenylalanine with a cyclohexyl group greatly enhance potency.Several ester bioisosteres that retain potency and enantiomeric selectivity are described.Lead optimization culminated in (S)-N--5-methyl-2-benzoxazolamine (43b), IC50 0.001 μM.The compounds described are not inhibitors of 5-lipoxygenase but, rather, act at the level of arachidonic acid release.

A SIMPLE AND EFFECTIVE ENANTIOMERIC SYNTHESIS OF A CHIRAL PRIMARY AMINE

Catalytic reduction of chiral 2-(2-pyridyl)-1,3-oxazolidines and 2-pyridyl imines derived from (R)-phenylglycinol and (R)-valinol afforded high diastereomeric selectivity.Upon oxidative cleavage, the S-primary amine with high ee was obtained.