N-Nitrosopipecolic acid

Base Information

• Chemical Name: N-Nitrosopipecolic acid
• CAS No.: 4515-18-8
• Molecular Formula: C6H10 N2 O3
• Molecular Weight: 158.157
• Hs Code.: 2933399090
• European Community (EC) Number: 872-139-2
• NSC Number: 109550
• UNII: GT0I550TQK
• DSSTox Substance ID: DTXSID4021058
• Nikkaji Number: J2.215B
• Wikidata: Q27279267
• ChEMBL ID: CHEMBL75711
• Mol file: 4515-18-8.mol

Synonyms:4515-18-8;1-nitrosopiperidine-2-carboxylic acid;N-Nitrosopipecolic acid;1-Nitrosopipecolic acid;N-Nitroso-D,L-pipecolic Acid;Nitrosopipecolic acid;2-Piperidinecarboxylic acid, 1-nitroso-;PIPECOLIC ACID, 1-NITROSO-;N-Nitrosopipecolinic acid;UNII-GT0I550TQK;NSC 109550;BRN 0135674;GT0I550TQK;CHEMBL75711;NSC-109550;30310-81-7;1-Nitroso-2-piperidinecarboxylic acid #;1-Nitroso-2-piperidinecarboxylic acid;SCHEMBL2928932;DTXSID4021058;BDBM50403317;MFCD01704295;NSC109550;AKOS006277089;LS-7616;SY205290;(2RS)-1-nitrosopiperidine-2-carboxylic acid;FT-0672985;EN300-244257;A826730;Q27279267;Z1198157894

Chemical Property of N-Nitrosopipecolic acid

Chemical Property:

• Vapor Pressure: 3.43E-07mmHg at 25°C
• Melting Point: 89-90°C
• Refractive Index: 1.5010 (estimate)
• Boiling Point: 390.7°Cat760mmHg
• Flash Point: 190.1°C
• PSA: 69.97000
• Density: 1.46g/cm³
• LogP: 0.54480
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 158.06914219
• Heavy Atom Count: 11
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

N-Nitroso-D,L-pipecolicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrosamines
• Canonical SMILES: C1CCN(C(C1)C(=O)O)N=O
• Uses: A volatile mutagen found in cigarette smoke.

Technology Process of N-Nitrosopipecolic acid

There total 4 articles about N-Nitrosopipecolic 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: 94.35%

pipecolic Acid (4043-87-2,83680-83-5) → 1-nitroso-piperidine-2-carboxylic acid (4515-18-8,30310-81-7)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at -5 ℃; for 20h;

Reference yield:

(+/-) methyl N-tert-butyloxycarbonyl 2-piperidinecarboxylate (132910-79-3) → 1-nitroso-piperidine-2-carboxylic acid (4515-18-8,30310-81-7)

Guidance literature:

Multi-step reaction with 3 steps

1: water; sodium hydroxide / methanol / 5 h / 0 - 50 °C

2: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

3: sodium nitrite; hydrogenchloride / water / 20 h / -5 °C

With hydrogenchloride; water; trifluoroacetic acid; sodium hydroxide; sodium nitrite; In methanol; dichloromethane; water;

Reference yield:

1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid (98303-20-9) → 1-nitroso-piperidine-2-carboxylic acid (4515-18-8,30310-81-7)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

2: sodium nitrite; hydrogenchloride / water / 20 h / -5 °C

With hydrogenchloride; trifluoroacetic acid; sodium nitrite; In dichloromethane; water;

upstream raw materials:

pipecolic Acid

(+/-) methyl N-tert-butyloxycarbonyl 2-piperidinecarboxylate

1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid

Downstream raw materials:

4,5,6,7-Tetrahydropyrazolo<1,5-a>pyridin-3-carbonsaeureethylester

C₂₀H₂₄F₂N₄O

C₂₀H₂₄F₂N₄O

4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-2-carboxylic acid

Refernces

• 1、 Xiong, Yifeng,Ullman, Brett,Choi, Jin-Sun Karoline,Cherrier, Martin,Strah-Pleynet, Sonja,Decaire, Marc,Feichtinger, Konrad,Frazer, John M.,Yoon, Woo H.,Whelan, Kevin,Sanabria, Erin K.,Grottick, Andrew J.,Al-Shamma, Hussien,Semple, Graeme. "Identification of fused bicyclic heterocycles as potent and selective 5-HT2A receptor antagonists for the treatment of insomnia". scheme or table. p. 1870 - 1873. Retrieved 2012/04/17.
• 2、 -. "Bicyclic 6-alkylidene-penems as class-D beta-lactamases inhibitors". Page/Page column 19. . Retrieved 2010/11/25.