Benzyl piperidine-1-carboxylate

Base Information

• Chemical Name: Benzyl piperidine-1-carboxylate
• CAS No.: 3742-91-4
• Molecular Formula: C13H17NO2
• Molecular Weight: 219.283
• NSC Number: 21864
• DSSTox Substance ID: DTXSID00281514
• Nikkaji Number: J896.810A
• Wikidata: Q82015486
• Mol file: 3742-91-4.mol

Synonyms:benzyl piperidine-1-carboxylate;3742-91-4;1-Z-Piperidine;MFCD11110947;Cbz-piperidine;N-Cbz-piperidine;NSC21864;piperidine-1-carboxylic acid benzyl ester;benzyloxycarbonylpiperidin;N-carbobenzyloxy piperidine;N-benzyloxycarbonyl piperidine;benzylpiperidine-1-carboxylate;SCHEMBL794423;DTXSID00281514;TUWZZXGAUMSUOB-UHFFFAOYSA-N;NSC-21864;AB10259;BS-32357;1-Piperidinecarboxylic acid, phenylmethyl ester

Chemical Property of Benzyl piperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.000127mmHg at 25°C
• Boiling Point: 334.5°Cat760mmHg
• Flash Point: 156.1°C
• Density: 1.119g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 219.125928785
• Heavy Atom Count: 16
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl piperidine-1-carboxylate

There total 36 articles about Benzyl piperidine-1-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: 97.0%

piperidine (110-89-4) + benzyl (1-chloroethyl) carbonate (99464-81-0) → N-(benzyloxycarbonyl)piperidine (3742-91-4)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 20 ℃;

DOI:10.1055/s-1986-31724

Reference yield: 95.0%

piperidine (110-89-4) + N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) → N-(benzyloxycarbonyl)piperidine (3742-91-4)

Guidance literature:

With 1-butyl-3-methylimidazolium Tetrafluoroborate; In neat (no solvent); at 25 ℃; for 0.05h;

DOI:10.1039/c5ra12121c

Reference yield: 94.0%

piperidine (110-89-4) + benzyl chloroformate (501-53-1,94274-21-2) → N-(benzyloxycarbonyl)piperidine (3742-91-4)

Guidance literature:

With sulfuric acid; silica gel; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2007.09.091

upstream raw materials:

piperidine

benzyl chloroformate

benzyl (1-chloroethyl) carbonate

3-benzyloxycarbonyl-1,3-thiazolidine-2-thione

Downstream raw materials:

benzyl 2,3-diacetoxy-1-piperidinecarboxylate

1-(benzyloxycarbonyl)-1,2,3,4-tetrahydropyridine

1-(benzyloxycarbonyl)-4-hydroxypiperidine

(RS)-benzyl 3-aminopiperidine-1-carboxylate

Refernces

• 1、 Ludwig, Jacob R.,Simmons, Eric M.,Wisniewski, Steven R.,Chirik, Paul J.. "Cobalt-Catalyzed C(sp2)-C(sp3) Suzuki-Miyaura Cross Coupling". supporting information. . Retrieved 2020/11/02.
• 2、 Hughes, Jonathan M. E.,Fier, Patrick S.. "Desulfonylative Arylation of Redox-Active Alkyl Sulfones with Aryl Bromides". supporting information. p. 5650 - 5654. Retrieved 2019/08/01.