tert-Butyl 4-(4-bromobenzyl)piperazine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-(4-bromobenzyl)piperazine-1-carboxylate
• CAS No.: 844891-10-7
• Molecular Formula: C16H23 Br N2 O2
• Molecular Weight: 355.275
• Hs Code.: 2933599090
• European Community (EC) Number: 640-669-1
• DSSTox Substance ID: DTXSID50383739
• Wikidata: Q82175528
• Mol file: 844891-10-7.mol

Synonyms:844891-10-7;tert-Butyl 4-(4-bromobenzyl)piperazine-1-carboxylate;1-Boc- 4-(4-bromobenzyl)piperazine;Tert-butyl 4-[(4-bromophenyl)methyl]piperazine-1-carboxylate;1-Boc-4-(4-bromobenzyl)piperazine;tert-Butyl 4-(4-bromobenzyl)-piperazine-1-carboxylate;4-(4-Bromobenzyl)piperazine, N1-BOC protected;1-Piperazinecarboxylicacid, 4-[(4-bromophenyl)methyl]-, 1,1-dimethylethyl ester;SCHEMBL1433245;DTXSID50383739;JSRUCGIETXRETJ-UHFFFAOYSA-N;MFCD06659068;AKOS015837059;BS-24209;CS-0060955;FT-0758189;EN300-313782;W18030;J-524625;tert-butyl 4-(4-bromo-benzyl)piperazine-1-carboxylate;4-(4-Bromo-benzyl)-piperazine-1-carboxylic acid tert-butyl ester

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

Chemical Property:

• Vapor Pressure: 6.7E-07mmHg at 25°C
• Melting Point: 69-72
• Refractive Index: 1.558
• Boiling Point: 409°C at 760 mmHg
• Flash Point: 201.2°C
• PSA: 32.78000
• Density: 1.314g/cm³
• LogP: 3.37760
• Storage Temp.: Room temperature.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 354.09429
• Heavy Atom Count: 21
• Complexity: 341

Purity/Quality:

99%min. ^*data from raw suppliers

tert-Butyl4-(4-Bromobenzyl)piperazine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCN(CC1)CC2=CC=C(C=C2)Br

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

There total 2 articles about tert-Butyl 4-(4-bromobenzyl)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: 84.0%

1-bromomethyl-4-bromobenzene (589-15-1) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-[(4-bromophenyl)methyl]piperazine-1-carboxylate (844891-10-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;

Reference yield:

1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-[(4-bromophenyl)methyl]piperazine-1-carboxylate (844891-10-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/j.ejmech.2013.04.013

Reference yield: 96.0%

tert-butyl 4-[(4-bromophenyl)methyl]piperazine-1-carboxylate (844891-10-7) + bis(pinacol)diborane (73183-34-3) → tert-butyl 4-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl]piperazine-1-carboxylate (936694-19-8)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 90 ℃; for 16h; Inert atmosphere;

upstream raw materials:

1-bromomethyl-4-bromobenzene

1-t-Butoxycarbonylpiperazine

Downstream raw materials:

tert-butyl 4-{4-[4-(1-methyl-6-oxo-1,6-dihydro[4,4']bipyrimidinyl-2-yloxy)piperidin-1-yl]benzyl}piperazine-1-carboxylate

tert-butyl 4-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl]piperazine-1-carboxylate

Refernces

• 1、 -. "MERTK DEGRADERS AND USES THEREOF". Paragraph 00681. . Retrieved 2020/01/31.
• 2、 -. "SUBSTITUTED HETERO-BICYCLIC COMPOUNDS, COMPOSITIONS AND MEDICINAL APPLICATIONS THEREOF". Page/Page column 54. . Retrieved 2013/11/05.