65060-18-6

Usage

Uses

Used in Pharmaceutical Industry:
(S)-4-OXO-PIPERIDINE-2-CARBOXYLIC ACID is used as a key building block for the synthesis of various pharmaceuticals, contributing to the development of new medications and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, (S)-4-OXO-PIPERIDINE-2-CARBOXYLIC ACID is utilized as a fundamental component in the creation of different agrochemicals, potentially enhancing crop protection and yield.
Used in Amino Acid and Peptide Production:
(S)-4-OXO-PIPERIDINE-2-CARBOXYLIC ACID is employed as a vital intermediate in the production of specific amino acids and peptides, which are essential for various biological functions and applications in medicine and nutrition.
Used in Chiral Catalyst and Pharmaceutical Drug Development:
This chemical compound is used as a significant component in the development of chiral catalysts and pharmaceutical drugs, playing a crucial role in the advancement of enantioselective synthesis and drug discovery processes.

Upstream product

• 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 
• 180675-07-4 (2S)-4-oxopiperidine-2-carboxylic acid ethyl ester 
• 166042-96-2 (5S)-2,2-bis(trifluoromethyl)-1-aza-3-oxabicyclo<4.3.0>nonan-4,7-dione 

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