4-((4-(tert-Butoxycarbonyl)piperazinyl)sulfonyl)benzoic acid

Base Information

• Chemical Name: 4-((4-(tert-Butoxycarbonyl)piperazinyl)sulfonyl)benzoic acid
• CAS No.: 138385-00-9
• Molecular Formula: C16H22N2O6S
• Molecular Weight: 370.426
• Hs Code.: 2935009090
• European Community (EC) Number: 964-938-0
• DSSTox Substance ID: DTXSID40569489
• Wikidata: Q82456650
• Mol file: 138385-00-9.mol

Synonyms:138385-00-9;4-((4-(tert-Butoxycarbonyl)piperazinyl)sulfonyl)benzoic acid;4-(4-(TERT-BUTOXYCARBONYL)PIPERAZIN-1-YLSULFONYL)BENZOIC ACID;4-(4-BOC-PIPERAZIN-1-YLSULFONYL)BENZOIC ACID;4-[4-[(2-methylpropan-2-yl)oxycarbonyl]piperazin-1-yl]sulfonylbenzoic acid;4-((4-(tert-butoxycarbonyl)piperazin-1-yl)sulfonyl)benzoic acid;4-({4-[(tert-butoxy)carbonyl]piperazin-1-yl}sulfonyl)benzoic acid;SCHEMBL1253831;DTXSID40569489;BXAHCUDDQZXTCY-UHFFFAOYSA-N;AR2945;MFCD07774152;AKOS022268582;1-Piperazinecarboxylic acid, 4-[(4-carboxyphenyl)sulfonyl]-,1-(1,1-dimethylethyl) ester;AS-45484;CS-0171802;EN300-1071818;4-((4-(tert-Butoxycarbonyl)piperazinyl)sulfonyl)benzoicacid;4-((4-(tert-Butoxycarbonyl)piperazin-1-yl)sulfonyl)benzoicacid;4-[4-(tert-Butoxycarbonyl)piperazine-1-sulfonyl]benzoic acid;t-butyl 4-(4-carboxybenzenesulfonyl)piperazine-1-carboxylate;4-(4-carboxy-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-((4-(tert-Butoxycarbonyl)piperazinyl)sulfonyl)benzoic acid

Chemical Property:

• PSA: 112.60000
• LogP: 2.58280
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 370.11985760
• Heavy Atom Count: 25
• Complexity: 591

Purity/Quality:

97% ^*data from raw suppliers

4-(4-Boc-piperazin-1-ylsulfonyl)benzoicAcid ^*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)C(=O)O

Technology Process of 4-((4-(tert-Butoxycarbonyl)piperazinyl)sulfonyl)benzoic acid

There total 5 articles about 4-((4-(tert-Butoxycarbonyl)piperazinyl)sulfonyl)benzoic acid 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: 53.0%

p-carboxyphenylsulfonyl chloride (10130-89-9) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 4-(4-carboxy-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester (138385-00-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 1h;

DOI:10.1021/jm00082a006

Reference yield:

methyl 4-<<4-(tert-butoxycarbonyl)piperazinyl>sulfonyl>benzoate (138384-97-1) → 4-(4-carboxy-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester (138385-00-9)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In tetrahydrofuran; methanol; ethyl acetate;

Reference yield:

1-t-Butoxycarbonylpiperazine (57260-71-6) → 4-(4-carboxy-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester (138385-00-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0.5 h

2: lithium hydroxide / methanol; tetrahydrofuran; water / 4 h

With triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1016/j.bmc.2021.116242

upstream raw materials:

p-carboxyphenylsulfonyl chloride

1-t-Butoxycarbonylpiperazine

methyl 4-<<4-(tert-butoxycarbonyl)piperazinyl>sulfonyl>benzoate

4-chlorosulfonyl-benzoic acid methyl ester

Downstream raw materials:

methyl 4-<<4-(tert-butoxycarbonyl)piperazinyl>sulfonyl>benzoate

N⁶-ethyl-N⁶-<4-(piperazinylsulfonyl)benzyl>-6-aminobenzindol-2(1H)-one

1-(hydroxymethyl)-4-<<4-(tert-butoxycarbonyl)piperazinyl>sulfonyl>benzene

6-{Isopropyl-[4-(piperazine-1-sulfonyl)-benzyl]-amino}-1H-benzo[cd]indol-2-one