tert-Butyl 4-(fluoromethyl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-(fluoromethyl)piperidine-1-carboxylate
• CAS No.: 259143-03-8
• Molecular Formula: C₁₁H₂₀FNO₂
• Molecular Weight: 217.284
• Hs Code.: 2933399990
• Mol file: 259143-03-8.mol

Synonyms:{4-(fluoromethyl)benzene}boronic acid;4-fluoromethylpiperidine-1-carboxylic acid tert-butyl ester;Boronic acid,[4-(fluoromethyl)phenyl];N-BOC-4-fluoromethylpiperidine;4-fluoromethylphenylboronic acid;Boronic acid,[4-(fluoromethyl)phenyl]-(9CI);

Chemical Property of tert-Butyl 4-(fluoromethyl)piperidine-1-carboxylate

Chemical Property:

• PSA: 29.54000
• LogP: 2.54090

Purity/Quality:

98%min ^*data from raw suppliers

tert-butyl4-(fluoromethyl)piperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-Butyl 4-(fluoromethyl)piperidine-1-carboxylate

There total 6 articles about tert-Butyl 4-(fluoromethyl)piperidine-1-carboxylate 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: 78.0%

N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine (166815-96-9) → tert-butyl 4-(fluoromethyl)piperidine-1-carboxylate (259143-03-8)

Guidance literature:

With tetraethylammonium fluoride; In acetonitrile; at 70 ℃; for 6h;

DOI:10.1002/(SICI)1099-1344(19991230)42:13<1289::AID-JLCR287>3.0.CO;2-C

Reference yield: 70.0%

tert-butyl 4-(((methylsulfonyl)oxy)methyl)piperidine-1-carboxylate (161975-39-9) → tert-butyl 4-(fluoromethyl)piperidine-1-carboxylate (259143-03-8)

Guidance literature:

With tetrabutylammomium bromide; at 70 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.ejmech.2021.113214

Reference yield: 51.0%

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate (123855-51-6) → tert-butyl 4-(fluoromethyl)piperidine-1-carboxylate (259143-03-8)

Guidance literature:

With (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; for 17h;

upstream raw materials:

N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine

4-piperidinemethanol

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert-butyl 4-(((methylsulfonyl)oxy)methyl)piperidine-1-carboxylate

Downstream raw materials:

4-(fluoromethyl)piperidine hydrochloride

4-(4-fluoromethylpiperidinylacetyl)-4'-(4-methylpiperidinylacetyl)biphenyl

4-piperidinemethylfluoride

Refernces

• 1、 Aggarwal, Varinder K.,Fasano, Valerio,Noble, Adam,Winter, Nils. "Divergent, Stereospecific Mono- and Difluoromethylation of Boronic Esters". supporting information. p. 8502 - 8506. Retrieved 2020/03/30.
• 2、 -. "PYRAZOLE DERIVATIVES". Page/Page column 46-47. . Retrieved 2010/11/26.