Methyl 4-oxopiperidine-3-carboxylate

Base Information

• Chemical Name: Methyl 4-oxopiperidine-3-carboxylate
• CAS No.: 108554-34-3
• Molecular Formula: C7H11NO3
• Molecular Weight: 157.169
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10369110
• Nikkaji Number: J283.215A
• Mol file: 108554-34-3.mol

Synonyms:Methyl 4-oxopiperidine-3-carboxylate;108554-34-3;4-Oxo-piperidine-3-carboxylic acid methyl ester;methyl 4-oxonipecotate;3-Piperidinecarboxylic acid, 4-oxo-, methyl ester;SCHEMBL567797;DTXSID10369110;XBNGBGYWMXBQRX-UHFFFAOYSA-N;Methyl4-oxopiperidine-3-carboxylate;MFCD00778678;AKOS006228675;SB30531;CS-0440912;FT-0651377;3-Piperidinecarboxylicacid,4-oxo-,methyl ester;4-Oxo-3-piperidinecarboxylic acid methyl ester;4-oxo-piperidine-3carboxylic acid methyl ester;4-oxopiperidine-3-carboxylic acid methyl ester;A26144;EN300-307582;F11806;4 -oxo-piperidine-3-carboxylic acid methyl ester

Chemical Property of Methyl 4-oxopiperidine-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.023mmHg at 25°C
• Refractive Index: 1.461
• Boiling Point: 249.4 °C at 760 mmHg
• PKA: 11.00±0.20(Predicted)
• Flash Point: 104.6 °C
• PSA: 55.40000
• Density: 1.15 g/cm³
• LogP: -0.33320
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 157.07389321
• Heavy Atom Count: 11
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-?Oxopiperidine-?3-?Carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CNCCC1=O
• Uses: Methyl 4-?Oxopiperidine-?3-?Carboxylate is a reactant used in the synthesis of potent inhibitors of nicotinamide phosphoribosyltransferase. Also a reactant in the preparation of potent cytotoxic agents which are phenanthrene-based tylophorine analogues.

Technology Process of Methyl 4-oxopiperidine-3-carboxylate

There total 1 articles about Methyl 4-oxopiperidine-3-carboxylate 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: 98.3%

1-benzyl-4-oxo-piperidine-3-carboxylic acid methyl ester (57611-47-9) → methyl 4-oxonipecotate (108554-34-3,56026-52-9)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; at 40 - 45 ℃; for 4h; under 1500.15 - 2250.23 Torr; Autoclave;

Reference yield:

methyl 4-oxonipecotate (108554-34-3,56026-52-9) → 4-hydroxynicotinic acid (609-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride; dihydrogen peroxide / chloroform; water / 6 h / 30 - 50 °C

2.1: potassium carbonate / methanol / 3 h / 40 - 45 °C

2.2: 2 h / 20 - 35 °C

With hydrogenchloride; dihydrogen peroxide; potassium carbonate; In methanol; chloroform; water;

Reference yield:

methyl 4-oxonipecotate (108554-34-3,56026-52-9) + benzyl chloroformate (501-53-1,94274-21-2) → 1-oxo-1,3-piperidinedicarboxylic acid 1-benzyl ester 3-methyl ester (140176-27-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1.5h;

upstream raw materials:

1-benzyl-4-oxo-piperidine-3-carboxylic acid methyl ester

Downstream raw materials:

methyl 1-acetyl-4-oxopiperidine-3-carboxylate

1-oxo-1,3-piperidinedicarboxylic acid 1-benzyl ester 3-methyl ester

3a-(R)-Benzyl-2-methyl-2,3a,4,5,6,7-hexahydro-pyrazolo[4,3-c]pyridin-3-one

3-(R,S)-Benzyl-4-oxo-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester

Refernces