4-(4-NITROBENZYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Base Information

• Chemical Name: 4-(4-NITROBENZYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• CAS No.: 130636-61-2
• Molecular Formula: C16H23 N3 O4
• Molecular Weight: 321.376
• Hs Code.: 2933599090
• Mol file: 130636-61-2.mol

Synonyms:4-(4-Nitrobenzyl)piperazine-1-carboxylicacid tert-butyl ester

Chemical Property of 4-(4-NITROBENZYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 99-100 °C
• Refractive Index: 1.561
• Boiling Point: 436.479°C at 760 mmHg
• PKA: 5.49±0.10(Predicted)
• Flash Point: 217.775°C
• PSA: 78.94000
• Density: 1.209g/cm³
• LogP: 2.37180
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

1-Boc-4-(4-Nitrobenzyl)piperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(4-NITROBENZYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

There total 7 articles about 4-(4-NITROBENZYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 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: 95.0%

1-bromomethyl-4-nitro-benzene (100-11-8) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 1-[(4-nitrophenyl)methyl]-4-tert-butyloxycarbonylpiperazine (130636-61-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1016/j.bmc.2005.06.039

Reference yield: 83.0%

4-nitrobenzaldehdye (555-16-8) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 1-[(4-nitrophenyl)methyl]-4-tert-butyloxycarbonylpiperazine (130636-61-2)

Guidance literature:

4-nitrobenzaldehdye; 1-t-Butoxycarbonylpiperazine; With titanium(IV) isopropylate; triethylamine; In methanol; at 20 ℃; for 12h;

With sodium tetrahydroborate; In methanol; at 20 ℃; for 0.5h;

DOI:10.1016/j.ejmech.2021.113524

Reference yield:

1-t-Butoxycarbonylpiperazine (57260-71-6) → 1-[(4-nitrophenyl)methyl]-4-tert-butyloxycarbonylpiperazine (130636-61-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bioorg.2019.103130

upstream raw materials:

di-tert-butyl dicarbonate

1-(4-nitrobenzyl)piperazine

1-bromomethyl-4-nitro-benzene

1-t-Butoxycarbonylpiperazine

Refernces

• 1、 Chiaramonte, Niccolò,Bua, Silvia,Angeli, Andrea,Ferraroni,Picchioni, Ilaria,Bartolucci, Gianluca,Braconi,Dei, Silvia,Teodori, Elisabetta,Supuran, Claudiu T.,Romanelli, Maria Novella. "Sulfonamides incorporating piperazine bioisosteres as potent human carbonic anhydrase I, II, IV and IX inhibitors". . . Retrieved 2019.
• 2、 Zhu, Tianbao,Chen, Xi,Li, Chenglan,Tu, Jie,Liu, Na,Xu, Defeng,Sheng, Chunquan. "Lanosterol 14α-demethylase (CYP51)/histone deacetylase (HDAC) dual inhibitors for treatment of Candida tropicalis and Cryptococcus neoformans infections". supporting information. . Retrieved 2021/05/19.