Tert-butyl 4-phenylpiperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-phenylpiperazine-1-carboxylate
• CAS No.: 77278-63-8
• Molecular Formula: C15H22N2O2
• Molecular Weight: 262.352
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID30571359
• Nikkaji Number: J790.340E
• Wikidata: Q72498204
• Mol file: 77278-63-8.mol

Synonyms:77278-63-8;TERT-BUTYL 4-PHENYLPIPERAZINE-1-CARBOXYLATE;1-Boc-4-Phenylpiperazine;MFCD07776963;1-Piperazinecarboxylicacid, 4-phenyl-, 1,1-dimethylethyl ester;SCHEMBL1458887;DTXSID30571359;ALIYGTDWTPWSDQ-UHFFFAOYSA-N;AKOS003540403;AS-3195;t-butyl 4-phenylpiperazine-1-carboxylate;SY123463;CS-0039083;W11196;A839022;Q-102959;1-Piperazinecarboxylicacid,4-phenyl-,1,1-dimethylethyl ester

Chemical Property of Tert-butyl 4-phenylpiperazine-1-carboxylate

Chemical Property:

• Melting Point: 70-71℃
• Boiling Point: 372.2 °C at 760 mmHg
• PKA: 3.29±0.10(Predicted)
• Flash Point: 178.9 °C
• PSA: 32.78000
• Density: 1.093 g/cm³
• LogP: 2.74660
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 262.168127949
• Heavy Atom Count: 19
• Complexity: 298

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl4-Phenylpiperazine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCN(CC1)C2=CC=CC=C2

Technology Process of Tert-butyl 4-phenylpiperazine-1-carboxylate

There total 13 articles about Tert-butyl 4-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: 99.0%

4-phenyl-1-piperazine (92-54-6) + di-tert-butyl dicarbonate (24424-99-5) → 4-phenyl-piperazine-1-carboxylic acid tert-butyl ester (77278-63-8)

Guidance literature:

With 3a,6a-diphenylglycoluril; In ethanol; at 25 - 30 ℃; for 0.5h; Reagent/catalyst;

DOI:10.1016/j.tet.2020.131223

Reference yield: 97.0%

bromobenzene (108-86-1,52753-63-6) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 4-phenyl-piperazine-1-carboxylic acid tert-butyl ester (77278-63-8)

Guidance literature:

With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In 1,4-dioxane; at 85 ℃; Inert atmosphere;

Reference yield: 90.0%

4-phenyl-1-piperazine (92-54-6) + carbon monoxide (201230-82-2) + tert-butyl alcohol (75-65-0) → 4-phenyl-piperazine-1-carboxylic acid tert-butyl ester (77278-63-8)

Guidance literature:

With gold(III) chloride; copper(l) iodide; at 50 ℃; for 24h; under 750.075 - 3000.3 Torr;

DOI:10.1002/cssc.202102400

upstream raw materials:

4-phenyl-1-piperazine

di-tert-butyl dicarbonate

1-t-Butoxycarbonylpiperazine

tert-butyl 4-chloropiperazine-1-carboxylate

Downstream raw materials:

1-phenylpiperazine hydrochloride

methyl 2-phenyl-3-(4-phenylpiperazin-1-yl)quinoxaline-6-carboxylate

2-phenyl-3-(4-phenylpiperazin-1-yl)quinoxaline-6-carboxylic acid

tert-butyl 3-oxo-4-phenylpiperazine-1-carboxylate

Refernces

• 1、 Walker, Benjamin R.,Manabe, Shuhei,Brusoe, Andrew T.,Sevov, Christo S.. "Mediator-Enabled Electrocatalysis with Ligandless Copper for Anaerobic Chan-Lam Coupling Reactions". supporting information. p. 6257 - 6265. Retrieved 2021/05/07.
• 2、 Awasthi, Amardeep,Mukherjee, Anagh,Singh, Mandeep,Rathee, Garima,Vanka, Kumar,Chandra, Ramesh. "Highly efficient chemoselective N-tert butoxycarbonylation of aliphatic/aromatic/heterocyclic amines using diphenylglycoluril as organocatalyst". supporting information. . Retrieved 2020/05/14.