125545-98-4

Basic information

• Product Name: 1,2-Piperidinedicarboxylic acid, 4-oxo-, 1-(1,1-diMethylethyl) 2-ethyl ester
• Synonyms: 1,2-Piperidinedicarboxylic acid, 4-oxo-, 1-(1,1-diMethylethyl) 2-ethyl ester;1-tert-butyl 2-ethyl 4-oxopiperidine-1,2-dicarboxylate
• CAS NO: 125545-98-4
• Molecular Formula: C13H21NO5
• Molecular Weight: 271.30954
• Mol File: 125545-98-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Piperidinedicarboxylic acid, 4-oxo-, 1-(1,1-diMethylethyl) 2-ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Piperidinedicarboxylic acid, 4-oxo-, 1-(1,1-diMethylethyl) 2-ethyl ester(125545-98-4)
• EPA Substance Registry System: 1,2-Piperidinedicarboxylic acid, 4-oxo-, 1-(1,1-diMethylethyl) 2-ethyl ester(125545-98-4)

Safety Data

• Hazardous Substances Data: 125545-98-4(Hazardous Substances Data)

Usage

General Description

The chemical "1,2-Piperidinedicarboxylic acid, 4-oxo-, 1-(1,1-diMethylethyl) 2-ethyl ester" is a compound with the molecular formula C15H25NO4. It is a derivative of piperidinedicarboxylic acid, which is commonly used in the synthesis of pharmaceuticals and other organic compounds. This specific compound is an ester, with a bulky tert-butyl group and an ethyl group attached to the piperidinedicarboxylic acid core. It has potential applications as a pharmaceutical intermediate or as a building block in organic synthesis. The compound's precise properties and potential uses would need to be further evaluated through research and testing.

Upstream product

• 81357-16-6 4-Oxo-3,4-dihydro-2H-pyridine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester 
• 198646-60-5 1-(tert-butoxycarbonyl)-4-oxopiperidine-2-carboxylic acid 
• 180854-45-9 ethyl cis-4-hydroxy-N-t-butoxycarbonyl-2-piperidinecarboxylate 
• 36057-44-0 2-cyano-4-methoxylpyridine 
• 153710-85-1 4-Hydroxy-piperidine-2-carboxylic acid ethyl ester 
• 53764-72-0 ethyl 4-hydroxypyridine-2-carboxylate 
• 22468-26-4 4-hydroxypyridine-2-carboxylic acid 
• 129919-97-7 ethyl 4-hydroxy-N-(tert-butoxycarbonyl)piperidine-2-carboxylate 

Downstream Products

• 132559-81-0 (2R,4S)-4-Benzyloxyamino-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester 
• 132559-81-0 (2R,4R)-4-Benzyloxyamino-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester 
• 133392-59-3 6-Benzyloxy-7-oxo-2,6-diaza-bicyclo[3.2.1]octane-2-carboxylic acid tert-butyl ester 
• 132559-85-4 4-[(Z)-Benzyloxyimino]-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester 
• 1363378-14-6 (2R,4R)-4-Hydroxy-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester 

Relevant articles and documents

Synthesis of 8-aminomorphans with high KOR affinity

2-Azabicyclo[3.3.1]nonanes (morphans) with a (3,4-dichlorophenyl)acetyl group at 2-position and a pyrrolidino moiety at 8-position were designed as conformationally restricted analogs of piperidine-based KOR agonists. The synthesis started with 4-oxopiperidine-2-carboxylic acid comprising 13 reaction steps. At first the ketone 10 was transformed into diester 7 bearing a propionate side chain. Dieckmann condensation of diester 7 to afford bicyclic enolester 14 and subsequent Krapcho deethoxycarbonylation represent the key steps of the synthesis. The enantiomeric pyrrolidines (1S,5R,8R)-5a and (1R,5S,8S)-5a were separated by chiral HPLC. The eutomer (1S,5R,8R)-5a showed high KOR affinity (Ki = 18 nM) and selectivity over MOR, DOR and σ2 receptors. It was concluded that the dihedral angle of the KOR pharmacophore N(pyrrolididine)-C-C-N(acyl) of (1S,5R,8R)-5a (68°) is close to the bioactive conformation of the flexible KOR agonist 3.

Effects of five-membered ring conformation on bioreceptor recognition: Identification of 3R-amino-1-hydroxy-4R-methylpyrrolidin-2-one (L-687,414) as a potent glycine/N-methyl-D-aspartate receptor antagonist

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