497959-45-2

Usage

Uses

Used in Pharmaceutical Industry:
5,5-DiMethylcyclohex-2-en-1-one-3-boronic acid pinacol ester is used as a reagent for the synthesis of thiazole carboxamides, which are PIM kinase inhibitors. These inhibitors play a crucial role in the development of cancer treatment, as they target specific enzymes involved in cancer cell proliferation and survival.
Application Reason:
5,5-DiMethylcyclohex-2-en-1-one-3-boronic acid pinacol ester's unique structure allows it to participate in various chemical reactions, making it a valuable building block in the synthesis of complex molecules with potential therapeutic applications. Its use in the synthesis of PIM kinase inhibitors highlights its importance in the development of targeted cancer therapies, which aim to minimize side effects and improve patient outcomes.

Upstream product

• 76881-19-1 5,5-dimethyl-3-trifluoromethylsulfonyloxycyclohex-2-en-1-one 
• 73183-34-3 bis(pinacol)diborane 
• 1411539-75-7 5,5-dimethyl-3-oxocyclohex-1-en-1-yl pivalate 
• 18369-65-8 3-acetyloxy-5,5-dimethyl-2-cyclohexenone 
• 126-81-8 dimedone 

Downstream Products

• 36047-17-3 5,5-dimethyl-3-phenyl-2-cyclohexen-1-one 
• 1187055-88-4 2-(5,5-dimethyl-3-(3-nitropyridin-4-yl)-cyclohex-2-enyl)isoindoline-1,3-dione 
• 1187055-92-0 2-((1S,5S)-5-(3-aminopyridin-4-yl)-3,3-dimethylcyclohexyl)isoindoline-1,3-dione 
• 1187055-91-9 2-((1R,5R)-5-(3-aminopyridin-4-yl)-3,3-dimethylcyclohexyl)isoindoline-1,3-dione 
• 1187055-89-5 2-(3-(3-aminopyridin-4-yl)-5,5-dimethyl-cyclohex-2-enyl)isoindoline-1,3-dione 
• 1187055-90-8 2-(5-(3-aminopyridin-4-yl)-3,3-dimethylcyclohexyl)isoindoline-1,3-dione 
• 1187055-87-3 5,5-dimethyl-3-(3-nitropyridin-4-yl)cyclohex-2-enol 

Relevant academic research and scientific papers

An evaluation of palladium-based catalysts for the base-free borylation of alkenyl carboxylates

Synthesis of organoboron derivatives is a key application of catalytic cross-coupling, with the Pd-catalyzed Miyaura borylation among the most versatile methods available. We have evaluated several Pd-based systems for borylation of alkenyl acetates and p

Preparation of chiral secondary boronic esters via copper-catalyzed enantioselective conjugate reduction of β-boronyl-β-alkyl α,β-unsaturated esters

A new methodology involving the copper(I)-catalyzed enantioselective conjugate reduction of β-boronyl-β-alkyl enoates was developed. Various chiral secondary boronate derivatives can be accessed in excellent yields and good to high levels of enantioselectivity through this efficient copper-catalyzed process using polymethylhydrosiloxane (PMHS) as hydride source.

Kinase inhibitors and methods of their use

New compounds, compositions and methods of inhibition of Provirus Integration of Maloney Kinase (PIM kinase) activity associated with tumorigenesis in a human or animal subject are provided. In certain embodiments, the compounds and compositions are effective to inhibit the activity of at least one PIM kinase. The new compounds and compositions may be used either alone or in combination with at least one additional agent for the treatment of a serine/threonine kinase- or receptor tyrosine kinase-mediated disorder, such as cancer.

Pim kinase inhibitors and methods of their use

The present invention relates to new compounds of Formulas I and II, their tautomers, stereoisomers and polymorphs, and pharmaceutically acceptable salts, esters, metabolites or prodrugs thereof, compositions of the new compounds together with pharmaceutically acceptable carriers, and uses of the new compounds, either alone or in combination with at least one additional therapeutic agent, in the inhibition of Pim kinase activity and/or the prophylaxis or treatment of cancer.

PIM KINASE INHIBITORS AND METHODS OF THEIR USE

The present invention relates to new compounds of Formulas (I) and (II), their tautomers, stereoisomers and polymorphs, and pharmaceutically acceptable salts, esters, metabolites or prodrugs thereof, compositions of the new compounds together with pharmac

Palladium-catalyzed cross-coupling reaction of bis(pinacolato)diboron with vinyl triflates β-substituted by a carbonyl group: Efficient synthesis of β-boryl-α,β-unsaturated carbonyl compounds and their synthetic utility

Cross-coupling reaction of bis(pinacolato)diboron with β- (trifluoromethanesulfonyloxy)-α,β-unsaturated carbonyl compounds was carried out in the presence of PdCl2 (PPh3)2-2PPh3 (3 mol%) and KOPh in toluene or K

Synthesis of β-boryl-α,β-unsaturated carbonyl compounds via palladium-catalyzed cross-coupling reaction of bis(pinacolato)diboron with vinyl triflates

Cross-coupling reaction of bis(pinacolato)diboron with β-(trifluoromethanesulfonyloxy)-α,β-unsaturated carbonyl compounds was carried out in the presence of PdCl2(PPh3)2-2PPh3 (3 mol%) and KOPh in toluene or Ks