68330-73-4

Usage

Uses

Used in Pharmaceutical Industry:
(6R)-(-)-6-methylpiperidin-2-one is used as an intermediate for the synthesis of various pharmaceuticals due to its unique structure and properties. It plays a crucial role in the development of new drugs and contributes to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
(6R)-(-)-6-methylpiperidin-2-one is also used as an intermediate in the synthesis of agrochemicals, such as pesticides and other compounds that are essential for the agricultural sector. Its application in this industry helps in the development of more effective and environmentally friendly products.
Used in Organic Synthesis:
(6R)-(-)-6-methylpiperidin-2-one is used as a key building block in organic synthesis for the creation of a wide range of biologically active molecules. Its specific stereochemistry and versatile reactivity make it an important compound in the synthesis of various organic compounds with potential applications in different fields.

Upstream product

• 173173-76-7 C₁₄H₁₉NO₂ 
• 13984-57-1 ethyl 5-oxohexanoate 
• 4775-98-8 δ-caprolactam 

Downstream Products

• 360560-82-3 (2R,6R)-2-Methyl-6-[(R)-2-(4-nitro-benzoyloxy)-propyl]-piperidine-1-carboxylic acid benzyl ester 
• 55267-91-9 (-)-pinidinol 

Relevant academic research and scientific papers

Conversion of γ- and δ-Keto Esters into Optically Active Lactams. Transaminases in Cascade Processes

A one-pot two-step enzymatic strategy has been designed for the production of optically active γ- and δ-lactams in aqueous medium under mild conditions. The approach is based on the biotransamination of ethyl or methyl keto esters bearing different alkyl or aryl substitution patterns at α-position to the ketone functionality. In this manner, the keto esters were transformed into the corresponding amino esters with excellent conversions, which underwent spontaneous cyclisation in the reaction medium without addition of external reagents. Depending on the transaminase selectivity, both lactam enantiomers can be obtained, so initial enzyme screenings were performed using commercially available and made in house enzymes. Reaction conditions were optimised focusing on the substrate concentration, temperature and ratio of amine donor vs acceptor. Thus, ten γ- and δ-lactams were obtained in good to high isolated yields (70–90%) and excellent selectivities (94–99%) after one or two days at 30 or 45 °C. (Figure presented.).

A practical procedure for the removal of the phenylethanol moiety from phenylglycinol-derived lactams

Chiral non-racemic bicyclic lactams derived from phenylglycinol have been appointed as key building blocks for the preparation of enantiopure nitrogen compounds. The removal of the chiral inductor leading to substituted piperidones by using air or oxygen

Resolution of α-aminolactams by inclusion complexation with chiral host compounds

3-Aminopiperidin-2-one and α-amino-ε-caprolactam were efficiently resolved by inclusion complexation with a chiral host compound, (R,R)-(-)-trans-4,5-bis(hydroxydiphenylmethyl)-1,4-dioxaspiro[4.5]decane . The amino substituent on the lactam ring was found to play an important role in efficient chiral recognition in the inclusion crystals.