Piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate

Base Information

• Chemical Name: Piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate
• CAS No.: 171722-92-2
• Molecular Formula: C18H20N2O2
• Molecular Weight: 296.369
• Hs Code.: 2933998090
• European Community (EC) Number: 605-615-3
• DSSTox Substance ID: DTXSID00445856
• Nikkaji Number: J994.020K
• Wikidata: Q82264392
• Pharos Ligand ID: 6CVV9UM2L4ND
• ChEMBL ID: CHEMBL1683908
• Mol file: 171722-92-2.mol

Synonyms:171722-92-2;piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate;4-piperidyl n-(2-biphenyl)carbamate;PIPERIDIN-4-YL N-(2-PHENYLPHENYL)CARBAMATE;Carbamic acid, [1,1'-biphenyl]-2-yl-, 4-piperidinyl ester;CHEMBL1683908;4-piperidyl N-(2-biphenylyl)carbamate;Biphenyl-2-ylcarbamic Acid Piperidin-4-yl Ester;SCHEMBL264806;DTXSID00445856;AGZCCVMWUZINGV-UHFFFAOYSA-N;4-piperidyln-(2-biphenyl)carbamate;AMY16773;BDBM50337879;MFCD27964656;AKOS037646703;piperidin-4-yl biphenyl-2-ylcarbamate;AS-70404;CS-0112922;Biphenyl-2-ylcarbamic Acid Piperidin4-yl Ester;A927232;Biphenyl-2-yl-carbamic acid piperidin-4-yl ester;N-(1,1'-Biphenyl-2-yl)carbamic acid 4-piperidinyl ester;PIPERIDIN-4-YL N-{[1,1'-BIPHENYL]-2-YL}CARBAMATE

Chemical Property of Piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 427.053oC at 760 mmHg
• PKA: 13.34±0.70(Predicted)
• Flash Point: 212.075oC
• PSA: 53.85000
• Density: 1.193g/cm3
• LogP: 3.99650
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 296.152477885
• Heavy Atom Count: 22
• Complexity: 349

Purity/Quality:

99% ^*data from raw suppliers

piperidin-4-yl[1,1''-biphenyl]-2-ylcarbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CNCCC1OC(=O)NC2=CC=CC=C2C3=CC=CC=C3
• Uses: 4-Piperidyl N-(2-biphenylyl)carbamate is an intermediate in the synthesis of Des-4''(methylpiperidine-4-carboxamide)-4''-hydroxymethyl Revefenacin (D119860), an impurity of Revefenacin (R279600). Revefenacin is a pharmaceutical drug for the treatment of chronic obstructive pulmonary diseases.

Technology Process of Piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate

There total 11 articles about Piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate 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: 100.0%

1-benzyl-4-hydroxypiperidine (4727-72-4) + [1,1'-biphenyl]-2-yl-isocyanate (17337-13-2) → 4-piperidyl N-(2-biphenyl)carbamate (171722-92-2)

Guidance literature:

1-benzyl-4-hydroxypiperidine; [1,1'-biphenyl]-2-yl-isocyanate; at 70 ℃; for 12h;

With hydrogenchloride; ammonium formate; palladium 10% on activated carbon; In etanol; water; at 20 - 50 ℃; for 12h;

Reference yield: 100.0%

1-benzyl-4-piperidylbiphenyl-2-ylcarbamate (171723-80-1) → 4-piperidyl N-(2-biphenyl)carbamate (171722-92-2)

Guidance literature:

1-benzyl-4-piperidylbiphenyl-2-ylcarbamate; With hydrogenchloride; ethanol; water; at 50 ℃; for 0.333333h;

With ammonium formate; palladium on activated carbon; In ethanol; water; at 40 ℃; for 12h;

With sodium hydroxide; In water; pH=12;

Reference yield: 98.0%

C23H28N2O4 → 4-piperidyl N-(2-biphenyl)carbamate (171722-92-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h; Cooling with ice;

upstream raw materials:

1-benzyl-4-piperidylbiphenyl-2-ylcarbamate

1-benzyl-4-hydroxypiperidine

[1,1'-biphenyl]-2-yl-isocyanate

2-Biphenylcarboxylic acid

Downstream raw materials:

biphenyl-2-yl-carbamic acid 1-(4-nitro-benzyl)-piperidin-4-yl ester

1-(3-nitrobenzyl)-4-piperidyl biphenyl-2-ylcarbamate

biphenyl-2-yl-carbamic acid 1-[2-(benzylmethylamino)ethyl]piperidin-4-yl ester

C₂₂H₂₈N₂O₃

Refernces

• 1、 Hughes, Adam D.,Chen, Yan,Hegde, Sharath S.,Jasper, Jeffrey R.,Jaw-Tsai, Sarah,Lee, Tae-Weon,McNamara, Alexander,Pulido-Rios, M. Teresa,Steinfeld, Tod,Mammen, Mathai. "Discovery of (R)-1-(3-((2-Chloro-4-(((2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl)amino)methyl)-5-methoxyphenyl)amino)-3-oxopropyl)piperidin-4-yl [1,1′-biphenyl]-2-ylcarbamate (TD-5959, GSK961081, Batefenterol): First-in-Class dual pharmacology multivalent muscarinic antagonist and β2 agonist (MABA) for the treatment of chronic obstructive pulmonary disease (COPD)". . p. 2609 - 2622. Retrieved 2015/04/14.
• 2、 Hughes, Adam D.,Chin, Kay H.,Dunham, Sarah L.,Jasper, Jeffrey R.,King, Kristin E.,Lee, Tae Weon,Mammen, Mathai,Martin, Jerri,Steinfeld, Tod. "Discovery of muscarinic acetylcholine receptor antagonist and beta 2 adrenoceptor agonist (MABA) dual pharmacology molecules". scheme or table. p. 1354 - 1358. Retrieved 2011/04/16.