183950-95-0

Basic information

• Product Name: 1-Piperidinecarboxylic acid, 4-(4-fluorophenyl)-, 1,1-dimethylethyl ester
• CAS NO: 183950-95-0
• Molecular Formula: C16H22FNO2
• Molecular Weight: 279.355
• Mol File: 183950-95-0.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 1-Piperidinecarboxylic acid, 4-(4-fluorophenyl)-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Piperidinecarboxylic acid, 4-(4-fluorophenyl)-, 1,1-dimethylethyl ester(183950-95-0)
• EPA Substance Registry System: 1-Piperidinecarboxylic acid, 4-(4-fluorophenyl)-, 1,1-dimethylethyl ester(183950-95-0)

Safety Data

• Hazardous Substances Data: 183950-95-0(Hazardous Substances Data)

Usage

Structure

Tertiary amine with a piperidine ring, a carboxylic acid group, and a 4-(4-fluorophenyl) substituent

Classification

Tertiary amine, piperidine derivative, carboxylic acid derivative

Usage

Building block in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals; reagent in organic chemical reactions; protected amino acid derivative in peptide synthesis

Other potential applications

Medicinal chemistry and drug discovery research

Upstream product

• 138647-52-6 4-(4-fluorophenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 180695-79-8 tert-butyl 4-bromo-1-piperidinecarboxylate 
• 352-13-6 4-flourophenylmagnesium bromide 
• 301673-14-3 tert-butyl 4-iodopiperidine-1-carboxylate 
• 5382-16-1 4-HYDROXYPIPERIDINE 
• 24424-99-5 di-tert-butyl dicarbonate 
• 109384-19-2 t-butyl 4-hydroxy piperidine-1-carboxylate 
• 225916-39-2 2-(4-fluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 84358-13-4 N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid 
• 1765-93-1 4-fluoroboronic acid 
• 375853-82-0 tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate 
• 133472-27-2 4-fluorophenylzinc chloride 
• 181705-93-1 4-fluorophenylzinc bromide 

Downstream Products

• 37656-48-7 4-(4-fluorophenyl)piperidine 

Relevant articles and documents

Cobalt-Catalyzed C(sp2)-C(sp3) Suzuki-Miyaura Cross-Coupling Enabled by Well-Defined Precatalysts with L,X-Type Ligands

Cobalt(II) halides in combination with phenoxyimine (FI) ligands generated efficient precatalysts in situ for the C(sp2)-C(sp3) Suzuki-Miyaura cross-coupling between alkyl bromides and neopentylglycol (hetero)arylboronic esters. The protocol enabled efficient C-C bond formation with a host of nucleophiles and electrophiles (36 examples, 34-95%) with precatalyst loadings of 5 mol %. Studies with alkyl halide electrophiles that function as radical clocks support the intermediacy of alkyl radicals during the course of the catalytic reaction. The improved performance of the FI-cobalt catalyst was correlated with decreased lifetimes of cage-escaped radicals as compared to those of diamine-type ligands. Studies of the phenoxyimine-cobalt coordination chemistry validate the L,X interaction leading to the discovery of an optimal, well-defined, air-stable mono-FI-cobalt(II) precatalyst structure.

Engaging nonaromatic, heterocyclic tosylates in reductive cross-coupling with aryl and heteroaryl bromides

A method has been developed for the introduction of nonaromatic heterocyclic structures onto aryl and heteroaryl bromides using alkyl tosylates in a reductive cross-coupling manifold. This protocol offers an improvement over previous methods by utilizing alkyl tosylate coupling partners that are bench-stable, crystalline solids that can be prepared from inexpensive, commercially available alcohols.

Iron- and cobalt-catalyzed arylation of azetidines, pyrrolidines, and piperidines with grignard reagents

Iron- and cobalt-catalyzed cross-couplings between iodo-azetidines, -pyrrolidines, -piperidines, and Grignard reagents are disclosed. The reaction is efficient, cheap, chemoselective and tolerates a large variety of (hetero)aryl Grignard reagents.