1-Benzylpiperidine-2-carboxylic acid

Base Information

• Chemical Name: 1-Benzylpiperidine-2-carboxylic acid
• CAS No.: 21319-53-9
• Molecular Formula: C13H17NO2
• Molecular Weight: 219.283
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00385687
• Mol file: 21319-53-9.mol

Synonyms:1-benzylpiperidine-2-carboxylic acid;21319-53-9;1-BENZYL-2-PIPERIDINECARBOXYLIC ACID;2-Piperidinecarboxylic acid, 1-(phenylmethyl)-;MFCD00756921;rac-1-benzylpiperidine-2-carboxylic acid;(2S)-1-Benzyl-2-piperidinecarboxylic acid;benzyl pipecolinic acid;CBMicro_017727;Cambridge id 5326052;SCHEMBL3713831;DTXSID00385687;CCG-6264;BBL020258;STK326590;AKOS000125080;AKOS016842299;AB07030;AB86799;CS-W021298;FS-3092;SDCCGMLS-0064782.P001;BIM-0017630.P001;FT-0638109;A25754;O10378;AB00080876-01;SR-01000204777;SR-01000204777-1;W-206617

Chemical Property of 1-Benzylpiperidine-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 9.13E-06mmHg at 25°C
• Melting Point: 77-79 °C
• Refractive Index: 1.572
• Boiling Point: 358.6 °C at 760 mmHg
• PKA: 2.37±0.20(Predicted)
• Flash Point: 170.7 °C
• PSA: 40.54000
• Density: 1.165 g/cm³
• LogP: 2.06360
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 219.125928785
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

98%min ^*data from raw suppliers

1-Benzylpiperidine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C(C1)C(=O)O)CC2=CC=CC=C2

Technology Process of 1-Benzylpiperidine-2-carboxylic acid

There total 4 articles about 1-Benzylpiperidine-2-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:

1-Benzyl-piperidine-2-carboxylic acid benzyl ester → N-benzyl piperidine-2-carboxylic acid (21319-53-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/S0040-4039(97)01258-6

Reference yield:

pipecolic Acid (4043-87-2,83680-83-5) → N-benzyl piperidine-2-carboxylic acid (21319-53-9)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / dimethylformamide

2: H₂ / Pd/C / methanol

With hydrogen; potassium carbonate; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)01258-6

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + N-Benzylpiperidine (2905-56-8) → phenyl(piperidin-1-yl)acetic acid (107416-49-9) + N-benzyl piperidine-2-carboxylic acid (21319-53-9)

Guidance literature:

With [1,1';4',1'']terphenyl; In N,N-dimethyl-formamide; at 30 - 35 ℃; for 0.0833333h; under 5175.52 Torr; Overall yield = 21 %; regioselective reaction; Flow reactor;

DOI:10.1038/nchem.2690

upstream raw materials:

pipecolic Acid

carbon dioxide

N-Benzylpiperidine

Downstream raw materials:

2-(1-benzylpiperidin-2-yl)naphthalen-1-ol

3-(1-benzylpiperidin-2-yl)-1H-indole

benzyl-(1,3,4,11a-tetrahydro-2H,6H-pyrido[1,2-b]isoquinolin-11-ylidene)-amine

Refernces

• 1、 O'Neil, Ian A.,Potter, Andrew J.. "The highly stereoselective formation of pipecolic acid N-oxide and related derivatives". . p. 5731 - 5734. Retrieved 2007/10/03.