1-Boc-4-methylpiperazine

Base Information

• Chemical Name: 1-Boc-4-methylpiperazine
• CAS No.: 53788-49-1
• Molecular Formula: C10H20N2O2
• Molecular Weight: 200.281
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID90464713
• Nikkaji Number: J893.435E
• Wikidata: Q72450021
• Mol file: 53788-49-1.mol

Synonyms:53788-49-1;1-Boc-4-methylpiperazine;Tert-butyl 4-methylpiperazine-1-carboxylate;N-Boc-N-methylpiperazine;1-Boc-4-methyl-piperazine;1-Piperazinecarboxylic acid, 4-methyl-, 1,1-dimethylethyl ester;MFCD03840525;1-N-Boc-4-methylpiperazine;SCHEMBL82012;4-methyl-piperazine-1-carboxylic acid tert-butyl ester;DTXSID90464713;CJDYFMIDIQXELO-UHFFFAOYSA-N;AB1220;AKOS008846470;DS-6997;1-methyl-4-tert-butoxycarbonylpiperazine;Tert-butyl4-methylpiperazine-1-carboxylate;CS-0042580;FT-0663532;A829771;4-methyl-1-piperazinecarboxylic acid tert-butyl ester

Chemical Property of 1-Boc-4-methylpiperazine

Chemical Property:

• Vapor Pressure: 0.0169mmHg at 25°C
• Refractive Index: 1.474
• Boiling Point: 254.8 °C at 760 mmHg
• PKA: 6.90±0.10(Predicted)
• Flash Point: 107.9 °C
• PSA: 32.78000
• Density: 1.023 g/cm³
• LogP: 1.04470
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 200.152477885
• Heavy Atom Count: 14
• Complexity: 203

Purity/Quality:

98%min ^*data from raw suppliers

N-Boc-N-methylpiperazine ^*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)C
• Uses: 1-Boc-4-methylpiperazine can be used in the preparation of piperazine-1-carboxamide derivatives as fatty acid amide hydrolase (FAAH) inhibitors.

Technology Process of 1-Boc-4-methylpiperazine

There total 10 articles about 1-Boc-4-methylpiperazine 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: 100.0%

1-methyl-piperazine (109-01-3) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 4-methylpiperazine-1-carboxylate (53788-49-1)

Guidance literature:

With 1-methylimidazolium tetrafluoroborate; at 30 - 35 ℃; for 0.0333333h;

DOI:10.1016/j.tetlet.2008.02.126

Reference yield: 90.0%

1-methyl-piperazine (109-01-3) + carbon monoxide (201230-82-2) + tert-butyl alcohol (75-65-0) → tert-butyl 4-methylpiperazine-1-carboxylate (53788-49-1)

Guidance literature:

With gold(III) chloride; copper(l) iodide; at 20 ℃; for 24h; under 750.075 - 3000.3 Torr;

DOI:10.1002/cssc.202102400

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 4-methylpiperazine-1-carboxylate (53788-49-1)

Guidance literature:

1-methylpiperazin-2,5-dione; With lithium aluminium tetrahydride; sodium sulfate; In tetrahydrofuran; for 4h; Heating / reflux;

di-tert-butyl dicarbonate; In tetrahydrofuran; dichloromethane;

upstream raw materials:

1-methyl-piperazine

N-(tert-butyloxycarbonyl) azide

di-tert-butyl dicarbonate

t-butoxycarbonylhydrazine

Downstream raw materials:

4-t-boc-1-methyl-1-(4-nitrophenyl)piperazinium fluoride

tert-butyl 2-(4-methylpiperazin-1-yl)ethylcarbamate

4-[4-(3-chloro-benzylamino)-pyrimidin-2-yl]-piperazine-1-carboxylic acid tert-butyl ester

4-{4-[1-(2-chloro-phenyl)-ethoxy]-pyrimidin-2-yl}-piperazine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Yu, Fazhi,Zhu, Chenyu,Ze, Shuyin,Wang, Haojie,Yang, Xinyu,Liu, Mingyao,Xie, Qiong,Lu, Weiqiang,Wang, Yonghui. "Design, Synthesis, and Bioevaluation of 2-Aminopteridin-7(8H)-one Derivatives as Novel Potent Adenosine A2A Receptor Antagonists for Cancer Immunotherapy". supporting information. p. 4367 - 4386. Retrieved 2022/03/14.
• 2、 Firth, James D.,O'Brien, Peter,Ferris, Leigh. "General Procedures for the Lithiation/Trapping of N-Boc Piperazines". . p. 7023 - 7031. Retrieved 2017/07/17.