4-(4-Fluoro-benzenesulfonyl)-piperidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-(4-Fluoro-benzenesulfonyl)-piperidine-1-carboxylic acid tert-butyl ester
• CAS No.: 226398-50-1
• Molecular Formula: C16H22 F N O4 S
• Molecular Weight: 343.419
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70452350
• Wikidata: Q72476477
• Mol file: 226398-50-1.mol

Synonyms:226398-50-1;4-(4-FLUORO-BENZENESULFONYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;tert-Butyl 4-((4-fluorophenyl)sulfonyl)piperidine-1-carboxylate;Tert-butyl 4-(4-fluorophenyl)sulfonylpiperidine-1-carboxylate;tert-Butyl4-((4-fluorophenyl)sulfonyl)piperidine-1-carboxylate;SCHEMBL4777810;1-tert-butoxycarbonyl-4-(4-fluorophenylsulfonyl)piperidine;DTXSID70452350;QQEOFGKCYHRZIQ-UHFFFAOYSA-N;4-(4-FLUORO-BENZENESULFONYL)-PIPERIDINE-1-CARBOXYLICACIDTERT-BUTYLESTER;AKOS015940644;N-BOC 4-(4-fluorophenylsulfonyl)piperidine;FT-0741556;E89186;tert-Butyl 4-(4-fluoro-benzenesulfonyl)-piperidine-1-carboxylate;tert-Butyl 4-(4-fluorobenzene-1-sulfonyl)piperidine-1-carboxylate

Chemical Property of 4-(4-Fluoro-benzenesulfonyl)-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property:

• Melting Point: 167-169℃
• Boiling Point: 473.6±45.0 °C(Predicted)
• PKA: -3.23±0.40(Predicted)
• PSA: 72.06000
• Density: 1.243
• LogP: 4.01760
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 343.12535752
• Heavy Atom Count: 23
• Complexity: 507

Purity/Quality:

98%Min ^*data from raw suppliers

4-(4-Fluorobenzenesulfonyl)-piperidine-1-carboxylic acid tert-butyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(CC1)S(=O)(=O)C2=CC=C(C=C2)F

Technology Process of 4-(4-Fluoro-benzenesulfonyl)-piperidine-1-carboxylic acid tert-butyl ester

There total 5 articles about 4-(4-Fluoro-benzenesulfonyl)-piperidine-1-carboxylic acid tert-butyl ester 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: 97.0%

tert-butyl 4-[(4-fluorophenyl)sulfanyl]piperidine-1-carboxylate (226398-48-7) → tert-butyl 4-[(4-fluorophenyl)sulfonyl]piperidine-1-carboxylate (226398-50-1)

Guidance literature:

With Oxone; In methanol; water; at 20 ℃; for 6h;

Reference yield:

t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → tert-butyl 4-[(4-fluorophenyl)sulfonyl]piperidine-1-carboxylate (226398-50-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / Et₃N / tetrahydrofuran / 3 h / 0 °C

2: 86 percent / K₂CO₃ / dimethylformamide / 7 h / 70 °C

3: 90 percent / mCPBA / CH₂Cl₂ / 2 h / 0 - 20 °C

With potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm051034q

Reference yield:

1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate (141699-59-4) → tert-butyl 4-[(4-fluorophenyl)sulfonyl]piperidine-1-carboxylate (226398-50-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / K₂CO₃ / dimethylformamide / 7 h / 70 °C

2: 90 percent / mCPBA / CH₂Cl₂ / 2 h / 0 - 20 °C

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm051034q

upstream raw materials:

tert-butyl 4-[(4-fluorophenyl)sulfanyl]piperidine-1-carboxylate

t-butyl 4-hydroxy piperidine-1-carboxylate

1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate

4-Fluorothiophenol

Downstream raw materials:

4-[(4-fluorophenyl)sulfonyl]piperidine hydrochloride

4-((4-fluorophenyl)sulfonyl)piperidine hydrochloride salt

4-({1-[2-(2,4-difluorophenyl)ethyl]-4-fluoropiperidin-4-yl}sulfonyl)benzonitrile

1-[2-(2,4-difluorophenyl)ethyl]-4-fluoro-4-(4-fluorophenylsulfonyl)piperidine

Refernces

• 1、 -. "PYRIDOPYRAZINES MODULATORS OF GPR6". Paragraph 0139. . Retrieved 2015/09/22.
• 2、 -. "SOLUBLE EPOXIDE HYDROLASE INHIBITORS AND METHODS OF USING SAME". Page/Page column 86. . Retrieved 2008/06/13.