Nipecotic acid

Base Information

• Chemical Name: Nipecotic acid
• CAS No.: 498-95-3
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.159
• Hs Code.: 29339900
• European Community (EC) Number: 207-873-9
• UNII: 1U1QTN40SY
• DSSTox Substance ID: DTXSID00870568
• Nikkaji Number: J11.815J
• Wikipedia: Nipecotic_acid
• Wikidata: Q11324593
• Pharos Ligand ID: KMQTZ53B948L
• ChEMBL ID: CHEMBL277498
• Mol file: 498-95-3.mol

Synonyms:(RS)-nipecotic acid;3-piperidinecarboxylic acid;nipecotic acid;nipecotic acid hydride;nipecotic acid hydrochloride;nipecotic acid, (+-)-isomer;nipecotic acid, (R)-isomer;nipecotic acid, (S)-isomer

Chemical Property of Nipecotic acid

Chemical Property:

• Appearance/Colour: off-white to pale yellow-beige powder
• Vapor Pressure: 0.0026mmHg at 25°C
• Melting Point: 261 °C (dec.)(lit.)
• Refractive Index: 1.478
• Boiling Point: 265.8 °C at 760 mmHg
• PKA: pK1:3.35(+1);pK2:10.64(0) (25°C)
• Flash Point: 114.5 °C
• PSA: 49.33000
• Density: 1.125 g/cm³
• LogP: 0.39940
• Storage Temp.: Store at 0-5°C
• Solubility.: water: soluble50mg/mL, clear, colorless to faintly yellow
• Water Solubility.: Soluble in water
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 129.078978594
• Heavy Atom Count: 9
• Complexity: 114

Purity/Quality:

97%min ^*data from raw suppliers

Nipecotic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(CNC1)C(=O)O
• Uses: (+/-)-Nipecotic Acid (cas# 498-95-3) is a compound useful in organic synthesis.

Technology Process of Nipecotic acid

There total 52 articles about Nipecotic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

guvacine (498-96-4) → (R)-nipecotic acid (498-95-3,25137-00-2,59045-82-8,60252-41-7,262853-93-0)

Guidance literature:

With C₆₃H₇₈IrNOP⁽²⁺⁾*C₃₂H₁₂BF₂₄^(1-); hydrogen; In methanol; at 60 ℃; for 12h; under 4560.31 Torr; enantioselective reaction; Autoclave;

DOI:10.1002/anie.201301341

Reference yield:

Piperidine-3-carboxylic acid 4-nitro-phenyl ester (119228-39-6) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + nipecotic acid (498-95-3,262853-93-0)

Guidance literature:

With water; at 37 ℃; pH 7.4; other nipecotic acid phenyl esters; various solutions;

DOI:10.1002/jps.2600790115

Reference yield:

Piperidine-3-carboxylic acid 4-nitro-phenyl ester; hydrobromide → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + nipecotic acid (498-95-3,262853-93-0)

Guidance literature:

With Cu complex of polymer from 2,6-bis-aminomethylpyridine and 4,4'-bis-aminomethyldiphenylmethane; water; In dimethyl sulfoxide; at 25 ℃; Rate constant; var.reag.: Cu⁽²⁺⁾ complex of 2,6-bis-benzylaminomethylpyridine; oligomers of 2,6-bis-aminomethylpyridine and 4,4'-bis-aminomethyldiphenylmethane;

DOI:10.1002/(sici)1099-0690(199806)1998:6<1143::aid-ejoc1143>3.0.co;2-u

upstream raw materials:

nicotinic acid

Pyridine-2,3-dicarboxylic acid

3-methoxycarbonylpiperidine

piperidine

Downstream raw materials:

Ethyl nipecotate

methyl piperidine-3-carboxylate hydrochloride

N-(tert-butyloxycarbonyl)nipecotic acid

3-methoxycarbonylpiperidine

Refernces

• 1、 Millies, Benedikt,Von Hammerstein, Franziska,Gellert, Andrea,Hammerschmidt, Stefan,Barthels, Fabian,G?ppel, Ulrike,Immerheiser, Melissa,Elgner, Fabian,Jung, Nathalie,Basic, Michael,Kersten, Christian,Kiefer, Werner,Bodem, Jochen,Hildt, Eberhard,Windbergs, Maike,Hellmich, Ute A.,Schirmeister, Tanja. "Proline-Based Allosteric Inhibitors of Zika and Dengue Virus NS2B/NS3 Proteases". . p. 11359 - 11382. Retrieved 2019/12/24.
• 2、 -. "AN ECO-FRIENDLY PROCESS FOR HYDROGENATION OR/AND HYDRODEOXYGENATION OF ORGANIC COMPOUND USING HYDROUS RUTHENIUM OXIDE CATALYST". Page/Page column 15; 22. . Retrieved 2017/08/01.