4-Phenylpiperidin-1-ium-4-carboxylate

Base Information

• Chemical Name: 4-Phenylpiperidin-1-ium-4-carboxylate
• CAS No.: 3627-45-0
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.257
• Hs Code.: 2933399090
• Metabolomics Workbench ID: 71678
• Mol file: 3627-45-0.mol

Synonyms:Normeperidinicacid;4-phenylpiperidin-1-ium-4-carboxylate;CHEBI:166560

Chemical Property of 4-Phenylpiperidin-1-ium-4-carboxylate

Chemical Property:

• Vapor Pressure: 2.75E-06mmHg at 25°C
• Refractive Index: 1.554
• Boiling Point: 374.9 °C at 760 mmHg
• Flash Point: 180.5 °C
• PSA: 49.33000
• Density: 1.157 g/cm³
• LogP: 1.72120
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

4-Phenyl-4-piperidinecarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C[NH2+]CCC1(C2=CC=CC=C2)C(=O)[O-]
• Uses: 4-Phenyl-4-piperidine carboxylic Acid is used to prepare CB1 antagonists with lowered propensity to pass the blood-brain-barrier. It is also used to synthesize 4,4-disubstituted piperidines as NK1 antagonists.

Technology Process of 4-Phenylpiperidin-1-ium-4-carboxylate

There total 16 articles about 4-Phenylpiperidin-1-ium-4-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: 95.0%

1-benzyl-4-phenyl-piperidine-4-carboxylic acid (61886-17-7) → 4-phenyl-piperidine-4-carboxylic acid (3627-45-0)

Guidance literature:

With palladium on carbon; hydrogen; In ethanol;

DOI:10.1016/j.bmcl.2010.08.047

Reference yield: 93.0%

N-(t-butyloxycarbonyl)-4-phenylpiperidine-4-carboxylic acid (167262-68-2) → 4-phenyl-piperidine-4-carboxylic acid (3627-45-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 2h;

Reference yield: 79.0%

1-((benzyloxy)carbonyl)-4-phenylpiperidine-4-carboxylic acid (181641-61-2) → 4-phenyl-piperidine-4-carboxylic acid (3627-45-0)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/j.tetlet.2006.09.068

upstream raw materials:

N-(p-tosyl)-4-phenyl-4-cyano-piperidine

1-cyano-4-phenyl-piperidine-4-carboxylic acid ethyl ester

pethidine

1-((benzyloxy)carbonyl)-4-phenylpiperidine-4-carboxylic acid

Downstream raw materials:

(4-phenyl-piperidin-4-yl)-methanol

4-phenyl-piperidine-4-carboxylic acid methyl ester; hydrochloride

1-benzyl-4-(hydroxymethyl)-4-phenylpiperidine

4-(hydroxymethyl)-4-phenylpiperidine hydrochloride

Refernces

• 1、 Tng, Jiahui,Lim, Junxian,Wu, Kai-Chen,Lucke, Andrew J.,Xu, Weijun,Reid, Robert C.,Fairlie, David P.. "Achiral Derivatives of Hydroxamate AR-42 Potently Inhibit Class i HDAC Enzymes and Cancer Cell Proliferation". . p. 5956 - 5971. Retrieved 2020/06/05.
• 2、 -. "LIMK2 INHIBITORS, COMPOSITIONS COMPRISING THEM, AND METHODS OF THEIR USE". Page/Page column 8. . Retrieved 2009/10/30.