tert-Butyl 2-phenylpiperazine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 2-phenylpiperazine-1-carboxylate
• CAS No.: 886766-60-5
• Molecular Formula: C15H22N2O2
• Molecular Weight: 262.352
• Hs Code.: 2933599090
• European Community (EC) Number: 691-359-8,688-968-6
• DSSTox Substance ID: DTXSID00587588
• Nikkaji Number: J575.916A
• Mol file: 886766-60-5.mol

Synonyms:886766-60-5;tert-Butyl 2-phenylpiperazine-1-carboxylate;1-Boc-2-phenylpiperazine;N-1-Boc-2-Phenylpiperazine;859518-32-4;1-N-Boc-2-phenylpiperazine;MFCD07367734;2-Phenylpiperazine, N1-BOC protected;tert-Butyl 2-phenylpiperazine-1-carboxylat;N-1-Boc-2-phenyl piperizine;N-BOC-2-BHENYL PIPERAZINE;N1-Boc-2-Phenylpiperazine;(R)-N1-BOC-2-PHENYLPIPERAZINE;SCHEMBL874416;DTXSID00587588;DVOURBIBCQYVCC-UHFFFAOYSA-N;AKOS005255240;AB20924;MCULE-3956993382;PB47551;PS-4831;DA-01525;SY033712;SY033713;SY033714;DB-062218;A26090;2-phenyl-piperazine-1-carboxylic acid tert-butyl ester;2-PHENYL-PIPERAZINE-1-CARBOXYLICACIDTERT-BUTYLESTER;2-phenyl-piperazine-1-carboxylic acid tert-butyl ester, AldrichCPR

Chemical Property of tert-Butyl 2-phenylpiperazine-1-carboxylate

Chemical Property:

• Vapor Pressure: 7.4E-06mmHg at 25°C
• Refractive Index: 1.521
• Boiling Point: 376.2 °C at 760 mmHg
• Flash Point: 181.3 °C
• PSA: 41.57000
• Density: 1.071 g/cm³
• LogP: 2.83470
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 262.168127949
• Heavy Atom Count: 19
• Complexity: 306

Purity/Quality:

95-99% ^*data from raw suppliers

2-Phenylpiperazine, N1-Boc protected ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCNCC1C2=CC=CC=C2
• Uses: 1-Boc-2-phenylpiperazine is used as a pharmaceutical intermediate.

Technology Process of tert-Butyl 2-phenylpiperazine-1-carboxylate

There total 5 articles about tert-Butyl 2-phenylpiperazine-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:

di-tert-butyl dicarbonate (24424-99-5) → 2-phenyl-piperazine-1-carboxylic acid tert-butyl ester (886766-60-5,1240583-48-5)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dichloromethane

2: sodium hydride / N,N-dimethyl-formamide

3: lithium aluminium tetrahydride / tetrahydrofuran / Reflux

4: palladium on activated charcoal; hydrogen / methanol

With lithium aluminium tetrahydride; palladium on activated charcoal; hydrogen; sodium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2017.06.078

Reference yield:

2-phenyl-3-keto-piperazine (5368-28-5) → 2-phenyl-piperazine-1-carboxylic acid tert-butyl ester (886766-60-5,1240583-48-5)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dichloromethane

2: sodium hydride / N,N-dimethyl-formamide

3: lithium aluminium tetrahydride / tetrahydrofuran / Reflux

4: palladium on activated charcoal; hydrogen / methanol

With lithium aluminium tetrahydride; palladium on activated charcoal; hydrogen; sodium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2017.06.078

Reference yield:

tert-butyl 3-oxo-2-phenylpiperazine-1-carboxylate (911705-40-3,2135284-21-6,2411591-34-7) → 2-phenyl-piperazine-1-carboxylic acid tert-butyl ester (886766-60-5,1240583-48-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide

2: lithium aluminium tetrahydride / tetrahydrofuran / Reflux

3: palladium on activated charcoal; hydrogen / methanol

With lithium aluminium tetrahydride; palladium on activated charcoal; hydrogen; sodium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2017.06.078

upstream raw materials:

di-tert-butyl dicarbonate

2-phenyl-3-keto-piperazine

tert-butyl 3-oxo-2-phenylpiperazine-1-carboxylate

4-benzyl-2-phenylpiperazine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

tert-butyl 4-(6,7-dimethoxyquinazolin-4-yl)-2-phenylpiperazine-1-carboxylate

Refernces