3-Methylpiperidine-3-carboxylic acid

Base Information

• Chemical Name: 3-Methylpiperidine-3-carboxylic acid
• CAS No.: 116140-49-9
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.18400
• DSSTox Substance ID: DTXSID30593596
• Mol file: 116140-49-9.mol

Synonyms:3-Methylpiperidine-3-carboxylic acid;116140-49-9;3-Piperidinecarboxylic acid, 3-methyl-;3-METHYL-3-PIPERIDINECARBOXYLIC ACID;Methylhexahydronikotinsaure;SCHEMBL1131765;DTXSID30593596;DEMOKNSWMVAJPZ-UHFFFAOYSA-N;3-Methylpiperidine-3-carboxylicacid;AMY33753;MFCD12024776;AKOS012433418;PB15028;AS-34338;DB-307365;DB-324595;CS-0051240;EN300-68605;3-Methylpiperidine-3-carboxylic acid, AldrichCPR;A893610

Chemical Property of 3-Methylpiperidine-3-carboxylic acid

Chemical Property:

• Boiling Point: 259.5±33.0 °C(Predicted)
• PKA: 3.91±0.20(Predicted)
• PSA: 49.33000
• Density: 1.075±0.06 g/cm3(Predicted)
• LogP: 0.78950
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 143.094628657
• Heavy Atom Count: 10
• Complexity: 147

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Methylpiperidine-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCNC1)C(=O)O

Technology Process of 3-Methylpiperidine-3-carboxylic acid

There total 14 articles about 3-Methylpiperidine-3-carboxylic 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: 93.0%

(R)-1-benzyl-3-methylpiperidine-3-carboxylic acid → (R)-3-methylpiperidine-3-carboxylic acid (116140-49-9)

Guidance literature:

With palladium on carbon; hydrogen; In methanol; at 20 ℃;

DOI:10.1016/j.tetasy.2015.09.014

Reference yield: 93.0%

(S)-1-benzyl-3-methylpiperidine-3-carboxylic acid → (S)-3-methylpiperidine-3-carboxylic acid (116140-49-9)

Guidance literature:

With palladium on carbon; hydrogen; In methanol; at 20 ℃;

DOI:10.1016/j.tetasy.2015.09.014

Reference yield:

(R)-5-(1,3-dioxoisoindolin-2-yl)-2-(ethoxycarbonyl)-2-methylpentanoic acid (1453179-16-2) → (S)-3-methylpiperidine-3-carboxylic acid (116140-49-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sulfuric acid / dichloromethane / 20 °C / Sealed tube

2.1: hydrazine / methanol; water / Reflux

2.2: 6 h / Reflux

3.1: sodium hydride / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

3.2: 1.17 h / 0 - 20 °C / Inert atmosphere

3.3: 2 h / Inert atmosphere

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

4.2: 3 h / Inert atmosphere

5.1: Lawessons reagent / toluene / 12 h / 95 °C / Inert atmosphere

6.1: hydrogen / tetrahydrofuran; ethanol; water / 6 h

7.1: potassium hydroxide / ethanol / Reflux

8.1: palladium on carbon; hydrogen / methanol / 20 °C

With Lawessons reagent; sulfuric acid; palladium on carbon; hydrogen; sodium hydride; trifluoroacetic acid; potassium hydroxide; hydrazine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;

DOI:10.1016/j.tetasy.2015.09.014

upstream raw materials:

(R)-5-(1,3-dioxoisoindolin-2-yl)-2-(ethoxycarbonyl)-2-methylpentanoic acid

diethyl 2-[3-(1,3-dioxoisoindolin-2-yl)propyl]-2-methylpropanedioate

Downstream raw materials:

(3-methylpiperidin-3-yl)methanol

tert-butyl 3-(hydroxymethyl)-3-methylpiperidine-1-carboxylate

7-(3,4-dimethoxyphenyl)-2-((3-(hydroxymethyl)-3-methylpiperidin-1-yl)methyl)-5-methylthieno[3,2-c]pyridin-4(5H)-one hydrochloride

7-(3,4-dimethoxyphenyl)-2-((3-(methoxymethyl)-3-methylpiperidin-1-yl)methyl)-5-methylthieno[3,2-c]pyridin-4(5H)-one hydrochloride

Refernces