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

Base Information

• Chemical Name: 4-(4-Fluoro-phenylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester
• CAS No.: 226398-48-7
• Molecular Formula: C16H22FNO2S
• Molecular Weight: 311.421
• Hs Code.: 2933399990
• Mol file: 226398-48-7.mol

Synonyms:tert-butyl 4-((4-fluorophenyl)thio)piperidine-1-carboxylate;1-tert-Butoxycarbonyl-4-(4-fluorophenylthio)piperidine;tert-butyl 4-(4-fluoro-phenylsulfanyl)-piperidine-1-carboxylate;

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

Chemical Property:

• PSA: 54.84000
• LogP: 4.25520
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 3 articles about 4-(4-Fluoro-phenylsulfanyl)-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: 100.0%

4-Fluorothiophenol (371-42-6) + 1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate (141699-59-4) → tert-butyl 4-[(4-fluorophenyl)sulfanyl]piperidine-1-carboxylate (226398-48-7)

Guidance literature:

With potassium carbonate; In acetonitrile; for 18h; Heating / reflux;

Reference yield:

0.5N-sodium hydroxide + 4-Fluorothiophenol (371-42-6) + 1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate (141699-59-4) → tert-butyl 4-[(4-fluorophenyl)sulfanyl]piperidine-1-carboxylate (226398-48-7)

Guidance literature:

With sodium chloride; potassium carbonate; In ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → tert-butyl 4-[(4-fluorophenyl)sulfanyl]piperidine-1-carboxylate (226398-48-7)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With potassium carbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm051034q

upstream raw materials:

4-Fluorothiophenol

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

t-butyl 4-hydroxy piperidine-1-carboxylate

Downstream raw materials:

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

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

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

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

Refernces

• 1、 -. "PYRIDOPYRAZINES MODULATORS OF GPR6". Paragraph 0138. . Retrieved 2015/09/22.
• 2、 -. "SOLUBLE EPOXIDE HYDROLASE INHIBITORS AND METHODS OF USING SAME". Page/Page column 86. . Retrieved 2008/06/13.