2-(4-(Tert-butoxycarbonyl)piperazin-1-yl)benzoic acid

Base Information

• Chemical Name: 2-(4-(Tert-butoxycarbonyl)piperazin-1-yl)benzoic acid
• CAS No.: 444582-90-5
• Molecular Formula: C16H22N2O4
• Molecular Weight: 306.362
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID40373528
• Wikidata: Q82161742
• Mol file: 444582-90-5.mol

Synonyms:444582-90-5;1-Boc-4-(2-carboxyphenyl)piperazine;2-(4-(tert-butoxycarbonyl)piperazin-1-yl)benzoic acid;1-boc-4-(2-carboxy-phenyl)-piperazine;2-(4-boc-piperazin-1-yl)benzoic acid;2-[4-[(2-methylpropan-2-yl)oxycarbonyl]piperazin-1-yl]benzoic Acid;2-[4-(tert-butoxycarbonyl)piperazin-1-yl]benzoic acid;4-(2-carboxyphenyl)piperazine-1-carboxylic acid tert-butyl ester;4-(2-Carboxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester;1-(2-carboxyphenyl)-4-Boc piperazine;2-[4-(tert-butoxycarbonyl)piperazino]benzoic acid;SCHEMBL110679;2-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoicacid;DTXSID40373528;SSBZXKJSOFJQBW-UHFFFAOYSA-N;AMY21596;MFCD04115068;AKOS005765922;1-boc-4-(2-carboxyphenyl)-piperazine;AB19561;A7058;FT-0604274;4-(2-carboxyphenyl)piperazine, 1-boc protected;7Z-7046;2-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}benzoic acid;4-(2-Carboxyphenyl)piperazine-1-carboxylic acid t-butyl ester;1-(2-carboxy-phenyl)-piperazine-4-carboxylic acid tert-butyl ester;1-Piperazinecarboxylicacid,4-(2-carboxyphenyl)-,1-(1,1-dimethylethyl)ester;1-piperazinecarboxylic acid, 4-(2-carboxyphenyl)-, 1-(1,1-dimethylethyl) ester

Chemical Property of 2-(4-(Tert-butoxycarbonyl)piperazin-1-yl)benzoic acid

Chemical Property:

• Vapor Pressure: 3.23E-09mmHg at 25°C
• Melting Point: 165 °C
• Refractive Index: 1.561
• Boiling Point: 458.9 °C at 760 mmHg
• Flash Point: 231.4 °C
• PSA: 70.08000
• Density: 1.213 g/cm³
• LogP: 2.44480
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 306.15795719
• Heavy Atom Count: 22
• Complexity: 411

Purity/Quality:

98%min ^*data from raw suppliers

1-Boc-4-(2-carboxyphenyl)piperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCN(CC1)C2=CC=CC=C2C(=O)O

Technology Process of 2-(4-(Tert-butoxycarbonyl)piperazin-1-yl)benzoic acid

There total 3 articles about 2-(4-(Tert-butoxycarbonyl)piperazin-1-yl)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: 95.0%

tert-butyl 4-(2-formylphenyl)piperazinecarboxylate (174855-57-3) → 2-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}benzoic acid (444582-90-5)

Guidance literature:

tert-butyl 4-(2-formylphenyl)piperazinecarboxylate; With aminosulfonic acid; In 1,4-dioxane; water; at 4 ℃; for 0.5h;

With sodium chlorite; In 1,4-dioxane; water;

Reference yield: 80.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-(piperazin-1-yl)benzoic acid (446831-27-2) → 2-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}benzoic acid (444582-90-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;

Reference yield:

2-(piperazin-1-yl)benzonitrile (111373-03-6) → 2-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}benzoic acid (444582-90-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. KOH / ethanol / Heating

2: 49.8 g / aq. NaHCO₃ / ethanol

With potassium hydroxide; sodium hydrogencarbonate; In ethanol;

DOI:10.1021/jm0304109

upstream raw materials:

di-tert-butyl dicarbonate

2-(piperazin-1-yl)benzoic acid

2-(piperazin-1-yl)benzonitrile

tert-butyl 4-(2-formylphenyl)piperazinecarboxylate

Downstream raw materials:

4-[2-(2-amino-4-trifluoromethyl-phenylcarbamoyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester

1-tert-butoxycarbonyl-4-[2-((2-methylimidazol-1-yl)methyl)phenyl]piperazine

1-tert-butoxycarbonyl-4-(2-(imidazol-1-ylmethyl)phenyl)piperazine

Refernces

• 1、 -. "CXCR3 RECEPTOR ANTAGONISTS". Page/Page column 144-145. . Retrieved 2010/11/17.