tert-Butyl 4-(3-bromopropyl)piperazine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-(3-bromopropyl)piperazine-1-carboxylate
• CAS No.: 655225-02-8
• Molecular Formula: C12H23BrN2O2
• Molecular Weight: 307.231
• European Community (EC) Number: 859-990-5
• UNII: HAY8ZG29J6
• DSSTox Substance ID: DTXSID80580158
• Wikidata: Q72511646
• Mol file: 655225-02-8.mol

Synonyms:655225-02-8;tert-Butyl 4-(3-bromopropyl)piperazine-1-carboxylate;1-Boc-4-(3-bromopropyl)piperazine;HAY8ZG29J6;SCHEMBL1629939;DTXSID80580158;SQJTVQSZFVOIQV-UHFFFAOYSA-N;1-Cbz-2-(hydroxymethyl)piperidine;4-(3-Bromopropyl)piperazine-1-carboxylic acid tert-butyl ester;MFCD09029312;AKOS015961602;AT11766;RW3309;AC-14215;AM807909;BS-52163;CS-0119889;A26373;EN300-1879955;tert-Butyl4-(3-bromopropyl)piperazine-1-carboxylate;1,1-Dimethylethyl 4-(3-bromopropyl)-1-piperazinecarboxylate;4-(3-bromo-propyl)-piperazine-1-carboxylic acid tert-butyl ester;4-(3-bromopropyl)-piperazine-1-carboxylic acid tert-butyl ester;1-Piperazinecarboxylic acid, 4-(3-bromopropyl)-, 1,1-dimethylethyl ester

Chemical Property of tert-Butyl 4-(3-bromopropyl)piperazine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 118-121℃
• Refractive Index: 1.505
• Boiling Point: 351.474 °C at 760 mmHg
• PKA: 6.80±0.10(Predicted)
• Flash Point: 166.366 °C
• PSA: 32.78000
• Density: 1.264 g/cm³
• LogP: 2.19830
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 306.09429
• Heavy Atom Count: 17
• Complexity: 245

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl4-(3-bromopropyl)piperazine-1-carboxylate 95%+ ^*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)CCCBr

Technology Process of tert-Butyl 4-(3-bromopropyl)piperazine-1-carboxylate

There total 2 articles about tert-Butyl 4-(3-bromopropyl)piperazine-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: 77.0%

1,3-dibromo-propane (109-64-8) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(3-bromopropyl)-piperazine-1-carboxylate (655225-02-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/jm030964b

Reference yield:

4-(3-hydroxy-propyl)-piperazine-1-carboxylic acid tert-butyl ester (132710-90-8) → tert-butyl 4-(3-bromopropyl)-piperazine-1-carboxylate (655225-02-8)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 16h;

Reference yield: 97.0%

trifluoroacetic acid (76-05-1) + 4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline (184475-71-6) + tert-butyl 4-(3-bromopropyl)-piperazine-1-carboxylate (655225-02-8) → C27H33ClFN5O4*C2HF3O2

Guidance literature:

4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline; tert-butyl 4-(3-bromopropyl)-piperazine-1-carboxylate; With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃;

trifluoroacetic acid; In methanol; water;

DOI:10.1021/acs.jmedchem.9b01566

upstream raw materials:

1,3-dibromo-propane

1-t-Butoxycarbonylpiperazine

4-(3-hydroxy-propyl)-piperazine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

4-{3-[2-chloro-4-(4-cyano-1-methyl-1H-imidazo[4,5-c]pyridin-6-yl)-6-trifluoromethyl-phenoxy]-propyl}-piperazine-1-carboxylic acid tert-butyl ester

C₃₀H₄₀ClN₇O₂

Refernces

• 1、 Tahirovic, Yesim A.,Truax, Valarie M.,Wilson, Robert J.,Jecs, Edgars,Nguyen, Huy H.,Miller, Eric J.,Kim, Michelle B.,Kuo, Katie M.,Wang, Tao,Sum, Chi S.,Cvijic, Mary E.,Schroeder, Gretchen M.,Wilson, Lawrence J.,Liotta, Dennis C.. "Discovery of N-Alkyl Piperazine Side Chain Based CXCR4 Antagonists with Improved Drug-like Properties". supporting information. p. 446 - 451. Retrieved 2018/05/23.
• 2、 -. "Five-And-Six-Membered Heterocyclic Compound, And Preparation Method, Pharmaceutical Composition And Use Thereof". Paragraph 0414; 0415; 0416. . Retrieved 2015/12/07.