10444-33-4

Upstream product

• 542-76-7 3-Chloropropionitrile 
• 141-97-9 ethyl acetoacetate 
• 107-13-1 acrylonitrile 
• 2517-76-2 3-iodopropanenitrile 

Downstream Products

• 100796-77-8 4-cyano-2-((E)-4-nitro-phenylhydrazono)-butyric acid ethyl ester 
• 23671-81-0 Z-2-<3.5-Dichlor-4-hydroxy-phenylhydrazono>-4-cyan-buttersaeureethylester 
• 23671-80-9 E-2-<3.5-Dichlor-4-hydroxy-phenylhydrazono>-4-cyan-buttersaeureethylester 
• 10444-38-9 ethyl 4-cyanobutyrate 
• 100374-00-3 4-cyano-2-((E)-phenylhydrazono)-butyric acid ethyl ester 
• 90950-34-8 ethyl cis-2-methylnipecotate 
• 90950-34-8 ethyl (2R*,3S*)-2-methylpiperidine-3-carboxylate 
• 823-22-3 5-hexanolide 
• 26342-06-3 6-amino-hexan-2-one 
• 109-05-7 2-Methylpiperidin 
• 100796-77-8 4-cyano-2-((Z)-4-nitro-phenylhydrazono)-butyric acid ethyl ester 
• 100950-44-5 4-cyano-2-((Z)-3,4-dimethoxy-phenylhydrazono)-butyric acid ethyl ester 
• 105973-82-8 2-((Z)-4-chloro-phenylhydrazono)-4-cyano-butyric acid ethyl ester 
• 105971-40-2 2-((Z)-3-chloro-phenylhydrazono)-4-cyano-butyric acid ethyl ester 

Relevant academic research and scientific papers

Novel enzymatic reduction of α-amido- and α-cyanoalkyl-β-keto esters catalyzed by ketoreductases

An enzymatic approach for the asymmetric reduction of α-amido- and α-cyanoalkyl-β-keto esters has been developed. We have shown that NADPH-dependent ketoreductases can catalyze these transformations with excellent activity and high stereoselectivity, leading to optically pure β-hydroxy-α-amido esters as well as optically pure β-hydroxy-α-cyanoalkyl esters. With this method tert-butyl 2-acetamido-3-hydroxy-4-methylpentanoate, a valuable chiral intermediate for the synthesis of lactacystin, was obtained in high yield and excellent anti-diastereoselectivity. The ketoreductase catalyzed reduction of α-cyanomethyl- and α-cyanoethyl-β-keto esters to form the corresponding optically pure β-hydroxy esters, which are chiral intermediates for the synthesis of optically pure α-substituted γ-butyro and δ-valerolactams, was accomplished in high yield and high stereoselectivity leading to one stereoisomer out of four (>99 % de, >99 % ee, >99 % conversion).

Potassium phosphate-ionic liquid mediated selective mono-Michael addition

A simple and efficient process for an exclusive mono-Michael addition of active methylene compounds to conjugated esters, nitriles and ketones is developed. An ionic liquid-mediated reaction is carried out at room temperature. A reaction carried out at 60 °C resulted in a double-addition product. A mechanism is proposed and supported by P31 and DOSY NMR analysis of the used ionic liquid.

Five Roads That Converge at the Cyclic Peroxy-Criegee Intermediates: BF3-Catalyzed Synthesis of β-Hydroperoxy-β-peroxylactones

We have discovered synthetic access to β-hydroperoxy-β-peroxylactones via BF3-catalyzed cyclizations of a variety of acyclic precursors, β-ketoesters and their silyl enol ethers, alkyl enol ethers, enol acetates, and cyclic acetals, with H2O2. Strikingly, independent of the choice of starting material, these reactions converge at the same β-hydroperoxy-β-peroxylactone products, i.e., the peroxy analogues of the previously elusive cyclic Criegee intermediate of the Baeyer-Villiger reaction. Computed thermodynamic parameters for the formation of the β-hydroperoxy-β-peroxylactones from silyl enol ethers, enol acetates, and cyclic acetals confirm that the β-peroxylactones indeed correspond to a deep energy minimum that connects a variety of the interconverting oxygen-rich species at this combined potential energy surface. The target β-hydroperoxy-β-peroxylactones were synthesized from β-ketoesters, and their silyl enol ethers, alkyl enol ethers, enol acetates, and cyclic acetals were obtained in 30-96% yields. These reactions proceed under mild conditions and open synthetic access to a broad selection of β-hydroperoxy-β-peroxylactones that are formed selectively even in those cases when alternative oxidation pathways can be expected. These β-peroxylactones are stable and can be useful for further synthetic transformations.

2,3-DISUBSTITUTED PIPERIDINE OREXIN RECEPTOR ANTAGONISTS

The present invention is directed to 2,3-disubstituted piperidine amide compounds which are antagonists of orexin receptors, and which are useful in the treatment or prevention of neurological and psychiatric disorders and diseases in which orexin recepto

Development of new DMAP-related organocatalysts for use in the Michael addition reaction of β-ketoesters in water

A general and efficient protocol for the Michael addition reactions of β-ketoesters in pure water has been developed. The reactions are successfully catalyzed by newly designed DMAP-related organocatalysts such as 4-(didecylamino)pyridine, and the desired