479030-35-8

Upstream product

• 870861-14-6 C₁₈H₁₉NO 
• 3308-02-9 3-hydroxy-2-phenylpyridine 
• 98-80-6 phenylboronic acid 

Downstream Products

• 148701-78-4 tert-butyl 3-oxo-2-phenylpiperidine-1-carboxylate 
• 250589-64-1 (2S,3S)-1-benzyl-3-hydroxy-2-phenylpiperidin 
• 250589-64-1 1-benzyl-2-phenyl-piperidin-3-ol 

Relevant academic research and scientific papers

Iridium-catalyzed selective hydrogenation of 3-hydroxypyridinium salts: A facile synthesis of piperidin-3-ones

The selective hydrogenation of 3-hydroxypyridinium salts has been achieved using a homogeneous iridium catalyst, providing a direct access to 2- and 4-substituted piperidin-3-one derivatives with high yields, which are important organic synthetic intermediates and the prevalent structural motifs in pharmaceutical agents. Mild reaction conditions, high chemoselectivity, and easy scalability make this reaction highly practical for the synthesis of piperidin-3-ones.

Method for synthesis of 3-piperidone derivatives through iridium catalytic hydrogenation

A method for synthesis of 3-piperidone derivatives through iridium catalytic hydrogenation is provided, wherein a used catalyst is a triphenylphosphine complex of iridium. A reaction can be carried out under the following conditions: the temperature is 40-60 DEG C; the solvent is 1,2-dichloroethane; the pressure is 20-50 atmospheric pressures; the ratio of a substrate to a catalyst is 100 to 1; and the catalyst is a complex of chloro(1,5-cyclooctadiene)iridium(I) dimer and triphenylphosphine. Hydrogenation of 3-hydroxypyridine benzyl bromide salt can obtain the 3-piperidone derivatives with excellent chemoselectivity, the highest yield can reach 97%, and the chemical selectivity of ketones and alcohols is greater than 20:1. The method has the advantages of simple and convenient operation, easily obtained raw materials, high chemoselectivity, and good yield, and provides an atom economic and environment-friendly route for synthesis of a series of 3-piperidone derivatives.

Convergent and selective synthesis of pyrrolidinones, piperidinones, dihydropyridinones and pyridinols from a common intermediate - Potential precursors of bioactive products

Titanium-mediated cyclopropanation of natural and unnatural β-amino acid derivatives provides azabicyclo[3.1.0]hexan-1-ols as mixtures of diastereomers that are separable by silica-gel chromatography. Depending on the ring cleavage procedure employed, these compounds lead efficiently to diverse intermediates for the synthesis of pharmaceuticals. Thus, depending on the experimental conditions, basic treatment can furnish racemic pyrrolidinones as a mixture of diastereomers and piperidinones. In contrast, the synthesis of optically active dihydropyridinones was achieved through a one-pot FeCl 3/AcONa reaction or performed by using bis(sym-collidine)iodine hexafluorophosphate. Furthermore, whereas the palladium-mediated hydrogenolysis of these dihydropyridinones furnished both chiral piperidinones and original pyridinols, a CeIV-promoted radical process yielded chiral tricyclic piperidinones. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.