59045-82-8

Basic information

• Product Name: (S)-(+)-Nipecotic acid
• Synonyms: (S)-(-)-NIPECOTIC ACID;(S)-(+)-NIPECOTIC ACID;(S)-NIPECOTIC ACID;(S)-(+)-NIPECOTIC ACID HYDROCHLORIDE;(S)-PIPERIDINE-3-CARBOXYLIC ACID;(S)-(+)-PIPERIDINE-3-CARBOXYLIC ACID HYDROCHLORIDE;(S)-(+)-3-PIPERIDINECARBOXYLIC ACID;(3S)-(+)-PIPERIDIN-3-YLCARBOXYLIC ACID
• CAS NO: 59045-82-8
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.16
• EINECS: 1312995-182-4
• Product Categories: Nitrogen cyclic compounds;Piperidine;Piperidine Series;Chiral Reagent;Carboxylic Acids (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry
• Mol File: 59045-82-8.mol
• Article Data: 11

Chemical Properties

• Melting Point: 254 °C (dec.)
• Boiling Point: 265.8 °C at 760 mmHg
• Flash Point: 114.5 °C
• Appearance: White/Powder
• Density: 1.125 g/cm³
• Refractive Index: 4.5 ° (C=5, H2O)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 3.88±0.20(Predicted)
• Water Solubility: almost transparency in Water
• CAS DataBase Reference: (S)-(+)-Nipecotic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-Nipecotic acid(59045-82-8)
• EPA Substance Registry System: (S)-(+)-Nipecotic acid(59045-82-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 59045-82-8(Hazardous Substances Data)

Usage

Chemical Properties

White solid

General Description

(S)-(-)-3-Piperidinecarboxylic acid is an inhibitor of GABA (γ-aminobutyric acid) uptake.

Upstream product

• 498-95-3 nipecotic acid 
• 88466-74-4 (3S)-1-phenylmethoxycarbonylpiperidine-3-carboxylic acid 
• 2067-33-6 5-bromopentanoic acid 
• 1214903-21-5 3-piperidinecarboxamide dihydrochloride 
• 4138-26-5 nipecotamide 
• 88495-54-9 (3S)-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid 
• 71962-74-8 Ethyl nipecotate 
• 614-18-6 3-pyridinecarboxylic acid ethyl ester 
• 637337-43-0 (4R)-3-(5-bromo-1-oxopentyl)-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one 
• 4509-90-4 5-bromovaleroyl chloride 
• 37675-18-6 (S)-(+)-nipecotic acid ethyl ester 
• 163438-09-3 (R)-1-Boc-nipecotic acid 
• 495-19-2 norarecoline 
• 92600-27-6 1-(1-chloroethyl) 3-methyl 5,6-dihydropyridine-1,3(2H)-dicarboxylate 

Downstream Products

• 193693-68-4 (S)-1-{[(9H-fluoren-9-yl)methoxy]carbonyl}piperidine-3-carboxylic acid 
• 193693-67-3 (R)-1-{[(9H-fluoren-9-yl)methoxy]carbonyl}piperidine-3-carboxylic acid 
• 1185293-15-5 C₈H₁₅NO₂*ClH 
• 952480-19-2 (R)-1-methylpiperidine-3-carboxylic acid 
• 309748-80-9 (R)-tert-butyl 3-(phenylcarbamoyl)piperidine-1-carboxylate 
• 1536381-00-6 (3S)-1-[5-(3-{[2-(difluoromethoxy)phenyl]methyl}-2,7-dimethylimidazo[1,2-a]pyridin-6-yl)pyrimidin-2-yl]piperidine-3-carboxylic acid 
• 1536381-11-9 ammonium (3R)-1-[5-(3-{[2-(difluoromethoxy)phenyl]methyl}-2,7-dimethylimidazo[1,2-a]pyridin-6-yl)pyrimidin-2-yl]piperidine-3-carboxylate 
• 1537168-80-1 (3S)-1-[5-(3-{[2-(difluoromethoxy)phenyl]methyl}-2-methylimidazo[1,2-a]pyrazin-6-yl)pyrimidin-2-yl]piperidine-3-carboxylic acid 
• 1536396-93-6 C₁₀H₁₄BN₃O₄ 
• 1537168-83-4 (3R)-1-[5-(3-{[2-(difluoromethoxy)phenyl]methyl}-2-methylimidazo[1,2-a]pyrazin-6-yl)pyrimidin-2-yl]piperidine-3-carboxylic acid 
• 1536396-90-3 C₁₀H₁₄BN₃O₄ 
• 1554633-23-6 (R)-2-amino-6-((1-(3-methylbutanoyl)piperidin-3-yl)methoxy)benzonitrile 
• 1554633-27-0 (R)-1-(3-(hydroxymethyl)piperidin-1-yl)-3-methylbutan-1-one 
• 1554633-30-5 (R)-1-(3-methylbutanoyl)piperidine-3-carboxylic acid 

Relevant articles and documents

Catalytic Asymmetric Synthesis of Unprotected β2-Amino Acids

We report here a scalable, catalytic one-pot approach to enantiopure and unmodified β2-amino acids. A newly developed confined imidodiphosphorimidate (IDPi) catalyzes a broadly applicable reaction of diverse bis-silyl ketene acetals with a silylated aminomethyl ether, followed by hydrolytic workup, to give free β2-amino acids in high yields, purity, and enantioselectivity. Importantly, both aromatic and aliphatic β2-amino acids can be obtained using this method. Mechanistic studies are consistent with the aminomethylation to proceed via silylium-based asymmetric counteranion-directed catalysis (Si-ACDC) and a transition state to explain the enantioselectivity is suggested on the basis of density functional theory calculation.

Discovery and Optimization of Imidazopyridine-Based Inhibitors of Diacylglycerol Acyltransferase 2 (DGAT2)

The medicinal chemistry and preclinical biology of imidazopyridine-based inhibitors of diacylglycerol acyltransferase 2 (DGAT2) is described. A screening hit 1 with low lipophilic efficiency (LipE) was optimized through two key structural modifications: (1) identification of the pyrrolidine amide group for a significant LipE improvement, and (2) insertion of a sp3-hybridized carbon center in the core of the molecule for simultaneous improvement of N-glucuronidation metabolic liability and off-target pharmacology. The preclinical candidate 9 (PF-06424439) demonstrated excellent ADMET properties and decreased circulating and hepatic lipids when orally administered to dyslipidemic rodent models.

PROCESS FOR PRODUCING SOLID AMINO ACID

The problem to be solved by the present invention is to ea lily and efficiently produce an amino acid having 2 to 7 carbon atoms as a high-purity solid without complicated operation, which is useful as a synthetic intermediate for medicines or agrochemicals. The present invention is characterized in comprising a step of precipitating solid amino acid with high purity. In the present invention, the by-produced salt composed of the sulfonic acid and the amine was removed to the mother liquor by reacting an amine with a sulfonic acid salt of amino acid in an aprotic polar solvent, or by reacting a sulfonic acid with an amine salt of amino acid in an aprotic polar solvent. The sulfonic acid salt of amino acid, for example, may be produced by reacting a N-(tert-butoxycarbonyl) amino acid with a sulfonic acid, or by reacting an amino acid tert-butyl ester with a sulfonic acid.