Tert-butyl 3-phenylpiperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 3-phenylpiperazine-1-carboxylate
• CAS No.: 502649-25-4
• Molecular Formula: C15H22N2O2
• Molecular Weight: 262.352
• Hs Code.: 2933599090
• European Community (EC) Number: 815-463-1
• DSSTox Substance ID: DTXSID50370689
• Mol file: 502649-25-4.mol

Synonyms:502649-25-4;N-1-Boc-3-phenylpiperazine;Tert-butyl 3-phenylpiperazine-1-carboxylate;1-Boc-3-Phenylpiperazine;3-phenyl-piperazine-1-carboxylic acid tert-butyl ester;MFCD03840082;(S)-1-Boc-3-Phenylpiperazine;N-1-Boc-3-phenyl-piperazine;MFCD08685941;1-N-BOC-3-PHENYLPIPERAZINE;1-N-Boc-3-phenyl piperazine;SCHEMBL940218;DTXSID50370689;HRRFJZULVYGVNJ-UHFFFAOYSA-N;WYB27436;(+/-)-1-BOC-3-phenyl-piperazine;1-PIPERAZINECARBOXYLIC ACID, 3-PHENYL-, 1,1-DIMETHYLETHYL ESTER;AKOS005255239;AB16371;AB46167;SB12557;N-1-Boc-3-phenylpiperazine, AldrichCPR;AS-35478;SY008660;tert-butyl3-phenylpiperazine-1-carboxylate;BB 0261230;CS-0038887;FT-0600649;FT-0772318;FT-0773799;tert-butyl 3-phenyl-piperazine-1-carboxylate;A26089;EN300-113144;3-phenylpiperazine-1-carboxylic acid tert-butyl ester;Z1233159070;(R)-3-PHENYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;tert-butyl 3-phenylpiperazine-1-carboxylate;1-BOC-3-PHENYLPIPERAZINE

Chemical Property of Tert-butyl 3-phenylpiperazine-1-carboxylate

Chemical Property:

• Vapor Pressure: 1.03E-05mmHg at 25°C
• Refractive Index: 1.521
• Boiling Point: 371.4 °C at 760 mmHg
• PKA: 7.70±0.40(Predicted)
• Flash Point: 178.4 °C
• PSA: 41.57000
• Density: 1.071 g/cm³
• LogP: 2.83470
• Storage Temp.: 2-8°C(protect from light)
• 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:

99% ^*data from raw suppliers

1-N-Boc-3-phenyl piperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCNC(C1)C2=CC=CC=C2
• Uses: tert-Butyl 3-phenylpiperazine-1-carboxylate is a useful research reagent used in the preparation of piperazinylphenyl pyrrolotriazinamines as PI3Kδ inhibitors.

Technology Process of Tert-butyl 3-phenylpiperazine-1-carboxylate

There total 5 articles about Tert-butyl 3-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: 90.0%

m-phenylpiperazine (5271-26-1) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 4-(3-methoxy-4-(1H-pyrazol-4-yl)benzoyl)-3-phenylpiperazine-1-carboxylate (502649-25-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

Reference yield: 66.0%

→ tert-butyl 4-(3-methoxy-4-(1H-pyrazol-4-yl)benzoyl)-3-phenylpiperazine-1-carboxylate (502649-25-4)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃;

Reference yield:

phenylmagnesium bromide → tert-butyl 4-(3-methoxy-4-(1H-pyrazol-4-yl)benzoyl)-3-phenylpiperazine-1-carboxylate (502649-25-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / (Ph₂PCH₂)2NiCl₂ / tetrahydrofuran

2: 75 percent / H₂; Pd(OAc)2; AcOH / 4 h / 2585.74 Torr

3: methanol / -78 °C

With palladium diacetate; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; hydrogen; acetic acid; In tetrahydrofuran; methanol;

DOI:10.1016/S0960-894X(02)00645-5

upstream raw materials:

m-phenylpiperazine

di-tert-butyl dicarbonate

2-phenylpyrazine

phenylglyoxal hydrate

Downstream raw materials:

(+,)-4-[[3,5-bis(trifluoromethyl)phenyl]acetyl]-2-phenyl-1-[[[1-(phenylmethyl)-4-piperidinyl]amino]acetyl]piperazine

C₂₅H₂₉N₃O₄

1-Benzyl 4-(tert-butyl) 2-phenylpiperazine-1,4-dicarboxylate

benzyl 2-phenylpiperazine-1-carboxylate

Refernces

• 1、 Mazzotta, Sarah,Marrugal-Lorenzo, José Antonio,Vega-Holm, Margarita,Serna-Gallego, Ana,álvarez-Vidal, Jaime,Berastegui-Cabrera, Judith,Pérez del Palacio, José,Díaz, Caridad,Aiello, Francesca,Pachón, Jerónimo,Iglesias-Guerra, Fernando,Vega-Pérez, José Manuel,Sánchez-Céspedes, Javier. "Optimization of piperazine-derived ureas privileged structures for effective –antiadenovirus agents". . . Retrieved 2019/11/28.
• 2、 Sánchez-Céspedes, Javier,Martínez-Aguado, Pablo,Vega-Holm, Margarita,Serna-Gallego, Ana,Candela, José Ignacio,Marrugal-Lorenzo, José Antonio,Pachón, Jerónimo,Iglesias-Guerra, Fernando,Vega-Pérez, José Manuel. "New 4-Acyl-1-phenylaminocarbonyl-2-phenylpiperazine Derivatives as Potential Inhibitors of Adenovirus Infection. Synthesis, Biological Evaluation, and Structure-activity Relationships". . p. 5432 - 5448. Retrieved 2016/07/06.