4-((4-Aminophenyl)sulfonyl)-1-(tert-butyloxycarbonyl)piperazine

Base Information

• Chemical Name: 4-((4-Aminophenyl)sulfonyl)-1-(tert-butyloxycarbonyl)piperazine
• CAS No.: 173951-84-3
• Molecular Formula: C15H23 N3 O4 S
• Molecular Weight: 341.431
• DSSTox Substance ID: DTXSID70442594
• Wikidata: Q82259955
• Mol file: 173951-84-3.mol

Synonyms:173951-84-3;4-((4-AMINOPHENYL)SULFONYL)-1-(TERT-BUTYLOXYCARBONYL)PIPERAZINE;tert-Butyl 4-(4-aminophenylsulfonyl)piperazine-1-carboxylate;Tert-butyl 4-(4-aminophenyl)sulfonylpiperazine-1-carboxylate;SCHEMBL1684972;DTXSID70442594;MFCD09028523;4-(4-amino-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester;BS-21734;tert-Butyl4-(4-aminophenylsulfonyl)piperazine-1-carboxylate;tert-butyl 4-[(4-aminophenyl)sulfonyl]piperazine-1-carboxylate;tert-Butyl 4-(4-aminobenzene-1-sulfonyl)piperazine-1-carboxylate;tert-butyl 4-[(4-aminophenyl)sulfonyl-]piperazine-1-carboxylate;TERT-BUTYL 4-(4-AMINOBENZENESULFONYL)PIPERAZINE-1-CARBOXYLATE

Chemical Property of 4-((4-Aminophenyl)sulfonyl)-1-(tert-butyloxycarbonyl)piperazine

Chemical Property:

• Boiling Point: 503.5±60.0 °C(Predicted)
• PKA: 2.57±0.10(Predicted)
• PSA: 101.32000
• Density: 1.286±0.06 g/cm3(Predicted)
• LogP: 3.04800
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 341.14092740
• Heavy Atom Count: 23
• Complexity: 508

Purity/Quality:

98% ^*data from raw suppliers

tert-Butyl4-(4-aminophenylsulfonyl)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)S(=O)(=O)C2=CC=C(C=C2)N

Technology Process of 4-((4-Aminophenyl)sulfonyl)-1-(tert-butyloxycarbonyl)piperazine

There total 5 articles about 4-((4-Aminophenyl)sulfonyl)-1-(tert-butyloxycarbonyl)piperazine 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%

N-((4-nitrophenyl)sulfonyl)-1-(tert-butyloxycarbonyl)piperazine (173951-83-2) → 4-((4-aminophenyl)sulfonyl)-1-(tert-butyloxycarbonyl)piperazine (173951-84-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 22h; under 2275.5 Torr;

DOI:10.1021/jm9502652

Reference yield:

4-Nitrobenzenesulfonyl chloride (98-74-8) → 4-((4-aminophenyl)sulfonyl)-1-(tert-butyloxycarbonyl)piperazine (173951-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / diisopropylethylamine / CH₂Cl₂ / 0 - 20 °C

2: 100 percent / H₂ / 5percent Pd/C / ethyl acetate / 22 h / 2275.5 Torr

With hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1021/jm9502652

Reference yield:

1-t-Butoxycarbonylpiperazine (57260-71-6) → 4-((4-aminophenyl)sulfonyl)-1-(tert-butyloxycarbonyl)piperazine (173951-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / diisopropylethylamine / CH₂Cl₂ / 0 - 20 °C

2: 100 percent / H₂ / 5percent Pd/C / ethyl acetate / 22 h / 2275.5 Torr

With hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1021/jm9502652

upstream raw materials:

N-((4-nitrophenyl)sulfonyl)-1-(tert-butyloxycarbonyl)piperazine

4-Nitrobenzenesulfonyl chloride

1-t-Butoxycarbonylpiperazine

Downstream raw materials:

C₂₁H₂₆F₃N₅O₅S

4-(piperazinosulfonyl)aniline

N-{4-[4-(adamantane-1-carbonyl)piperazine-1-sulfonyl]phenyl}acrylamide

N-[4-(4-(cyclopropanecarbonyl)piperazine-1-sulfonyl)-phenyl]acrylamide

Refernces

• 1、 -. "HEPATITIS B VIRAL ASSEMBLY EFFECTORS". Paragraph 0092. . Retrieved 2015/05/05.
• 2、 Prime, Michael E.,Andersen, Ole A.,Barker, John J.,Brooks, Mark A.,Cheng, Robert K. Y.,Toogood-Johnson, Ian,Courtney, Stephen M.,Brookfield, Frederick A.,Yarnold, Christopher J.,Marston, Richard W.,Johnson, Peter D.,Johnsen, Siw F.,Palfrey, Jordan J.,Vaidya, Darshan,Erfan, Sayeh,Ichihara, Osamu,Felicetti, Brunella,Palan, Shilpa,Pedret-Dunn, Anna,Schaertl, Sabine,Sternberger, Ina,Ebneth, Andreas,Scheel, Andreas,Winkler, Dirk,Toledo-Sherman, Leticia,Beconi, Maria,MacDonald, Douglas,Mu?oz-Sanjuan, Ignacio,Dominguez, Celia,Wityak, John. "Discovery and structure-activity relationship of potent and selective covalent inhibitors of transglutaminase 2 for Huntington's disease". scheme or table. p. 1021 - 1046. Retrieved 2012/04/10.