894767-26-1

Basic information

• Product Name: (R)-4-oxopiperidine-2-carboxylic acid
• Synonyms: (R)-4-oxopiperidine-2-carboxylic acid
• CAS NO: 894767-26-1
• Molecular Formula: C6H9NO3
• Molecular Weight: 143.06
• Product Categories: Heterocycles
• Mol File: 894767-26-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-4-oxopiperidine-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4-oxopiperidine-2-carboxylic acid(894767-26-1)
• EPA Substance Registry System: (R)-4-oxopiperidine-2-carboxylic acid(894767-26-1)

Safety Data

• Hazardous Substances Data: 894767-26-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
(R)-4-oxopiperidine-2-carboxylic acid is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its unique chemical structure allows it to be a versatile building block in medicinal chemistry.
Used in Agrochemical Synthesis:
In the agrochemical industry, (R)-4-oxopiperidine-2-carboxylic acid is utilized as a precursor for the production of various agrochemicals, such as pesticides and herbicides, due to its ability to be incorporated into complex molecular structures.
Used in Neurodegenerative Disease Treatment:
(R)-4-oxopiperidine-2-carboxylic acid is employed as a potential therapeutic agent for the treatment of neurodegenerative diseases, leveraging its neuroprotective properties to mitigate the progression of these conditions.
Used in Inflammatory Condition Treatment:
(R)-4-oxopiperidine-2-carboxylic acid is also used in the treatment of inflammatory conditions, capitalizing on its anti-inflammatory properties to alleviate symptoms and reduce the impact of inflammation on the body.
Used in Research:
(R)-4-oxopiperidine-2-carboxylic acid is extensively used in research settings to explore its potential applications in medicine and biology, including its role in the metabolism of neurotransmitters and its effects on cellular processes related to neuroprotection and inflammation.

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 articles and documents

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