Tert-butyl 4-(3-bromobenzyl)piperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(3-bromobenzyl)piperazine-1-carboxylate
• CAS No.: 865314-27-8
• Molecular Formula: C16H23BrN2O2
• Molecular Weight: 355.275
• DSSTox Substance ID: DTXSID50701797
• Wikidata: Q82633566
• Mol file: 865314-27-8.mol

Synonyms:865314-27-8;TERT-BUTYL 4-(3-BROMOBENZYL)PIPERAZINE-1-CARBOXYLATE;tert-Butyl 4-(3-bromobenzyl)-1-piperazinecarboxylate;tert-butyl 4-[(3-bromophenyl)methyl]piperazine-1-carboxylate;SCHEMBL1632715;DTXSID50701797;OGPMLLFLZWGTPN-UHFFFAOYSA-N;MFCD09953045;AKOS025286365;AM87268;CS-0193013;E90322;A1-06564;1,1-dimethylethyl 4-[(3-bromophenyl)methyl]-1-piperazinecarboxylate

Chemical Property of Tert-butyl 4-(3-bromobenzyl)piperazine-1-carboxylate

Chemical Property:

• PSA: 32.78000
• LogP: 3.37760
• 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: 349

Purity/Quality:

95% ^*data from raw suppliers

tert-Butyl 4-(3-bromobenzyl)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)CC2=CC(=CC=C2)Br

Technology Process of Tert-butyl 4-(3-bromobenzyl)piperazine-1-carboxylate

There total 2 articles about Tert-butyl 4-(3-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: 92.0%

meta-bromobenzyl bromide (823-78-9) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(3-bromobenzyl)piperazine-1-carboxylate (865314-27-8)

Guidance literature:

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

Reference yield:

m-bromobenzoic aldehyde (3132-99-8) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(3-bromobenzyl)piperazine-1-carboxylate (865314-27-8)

Guidance literature:

m-bromobenzoic aldehyde; 1-t-Butoxycarbonylpiperazine; In dichloromethane; for 0.5h;

With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; for 18.3h;

With water; sodium hydrogencarbonate; In dichloromethane;

Reference yield: 90.0%

tert-butyl 4-(3-bromobenzyl)piperazine-1-carboxylate (865314-27-8) + bis(pinacol)diborane (73183-34-3) → 1,1-dimethylethyl 4-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1-piperazinecarboxylate (883738-19-0)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In N,N-dimethyl-formamide; at 80 ℃; for 4h;

upstream raw materials:

meta-bromobenzyl bromide

1-t-Butoxycarbonylpiperazine

m-bromobenzoic aldehyde

Downstream raw materials:

1-(3-bromobenzyl)piperazine

1,1-dimethylethyl 4-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1-piperazinecarboxylate

(3-((4-(tert-butoxycarbonyl)piperazin-1-yl)methyl)phenyl)boronic acid