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Usage

Uses

Used in Pharmaceutical Industry:
(S)-4-OXO-PIPERIDINE-2-CARBOXYLIC ACID is used as a building block for the synthesis of various pharmaceutical agents. Its role in creating diverse pharmaceutical products makes it an essential component in drug development.
Additionally, (S)-4-OXO-PIPERIDINE-2-CARBOXYLIC ACID is used as a chiral auxiliary in asymmetric synthesis. This application is crucial for producing enantiomerically pure compounds, which are essential in the pharmaceutical industry due to their potential differences in biological activity and safety.
Used in Agrochemical Industry:
In the agrochemical industry, (S)-4-OXO-PIPERIDINE-2-CARBOXYLIC ACID is utilized as an intermediate in the production of pesticides. Its involvement in the creation of these chemicals highlights its significance in developing effective and targeted pest control solutions for agriculture.

Upstream product

• 166042-96-2 (5S)-2,2-bis(trifluoromethyl)-1-aza-3-oxabicyclo<4.3.0>nonan-4,7-dione 
• 180675-07-4 (2S)-4-oxopiperidine-2-carboxylic acid ethyl ester 
• 180675-05-2 (S)-1-[(3aS,4S,6R,6aS)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-4-oxo-piperidine-2-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

A new synthesis of (2S)-4-oxopipecolic acid by thermal rearrangement of enantiopure spirocyclopropaneisoxazolidine

A novel synthesis of (2S)-4-oxo-pipecolic acid is reported. The synthetic route employs as a key step the diastereoselective cycloaddition of the N- glycosylnitrone 7 to methylenecyclopropane followed by thermal rearrangement of the spirocyclopropaneisoxazolidine 8a. Stereoselective reduction of the N- BOC methyl ester of 4-oxopipecolic acid by L-selectride gives the protected cis-4-hydroxy-pipecolic acid 14.

An Efficient Approach to the Family of 4-Substituted Pipecolic Acids. Syntheses of 4-Oxo-, cis-4-Hydroxy-, and trans-4-Hydroxy-L-pipecolic Acids from L-Aspartic Acid

Syntheses of 4-oxo-, cis-4-hydroxy-, and trans-4-hydroxy-L-pipecolic acids from L-aspartic acid using hexafluoroacetone as protecting reagent are described.Combination of a Stille cross-coupling reaction with subsequent Lewis acid catalyzed intramolecular Michael addition provides 4-oxo-L-pipecolic acid 5 or trans-6-methyl-4-oxo-L-pipecolic acid.Borohydride reduction of the protected 4-oxo-L-pipecolic acid derivative gives the corresponding cis-4-hydroxy-L-pipecolic acid 8.The trans isomer 10 is obtained in good yield via Mitsunobu inversion. - Key words: 4-Oxo-L-pipecolic acid, 4-hydroxy-L-pipecolic acids, L-aspartic acid, hexafluoroacetone, intramolecular Michael addition, Stille reaction