123387-49-5

Basic information

• Product Name: tert-butyl 4-phenylpiperidine-1-carboxylate
• Synonyms: tert-butyl 4-phenylpiperidine-1-carboxylate;tert-Butyl 4-phenylpiperidin-1-carboxylate;1-Piperidinecarboxylic acid, 4-phenyl-, 1,1-diMethylethyl ester;"4-phenyl-1-Piperidinecarboxylic acid 1,1-diMethylethyl ester
• CAS NO: 123387-49-5
• Molecular Formula: C₁₆H₂₃NO₂
• Molecular Weight: 261.35932
• Mol File: 123387-49-5.mol
• Article Data: 22

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: tert-butyl 4-phenylpiperidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 4-phenylpiperidine-1-carboxylate(123387-49-5)
• EPA Substance Registry System: tert-butyl 4-phenylpiperidine-1-carboxylate(123387-49-5)

Safety Data

• Hazardous Substances Data: 123387-49-5(Hazardous Substances Data)

Usage

General Description

Tert-butyl 4-phenylpiperidine-1-carboxylate is a chemical compound consisting of a piperidine ring with a phenyl group attached to it, and a tert-butyl ester group on the carboxylate functional group. It is commonly used in the field of medicinal chemistry for the development of pharmaceuticals, particularly as a potential analgesic or antipsychotic drug. tert-butyl 4-phenylpiperidine-1-carboxylate may exhibit central nervous system activity due to its piperidine ring structure, and the tert-butyl ester group provides stability and improved pharmacokinetic properties. Overall, tert-butyl 4-phenylpiperidine-1-carboxylate is an important chemical intermediate for the synthesis of biologically active compounds with potential therapeutic applications.

InChI:InChI=1S/C16H23NO2/c1-16(2,3)19-15(18)17-11-9-14(10-12-17)13-7-5-4-6-8-13/h4-8,14H,9-12H2,1-3H3

Upstream product

• 108-86-1 bromobenzene 
• 301673-14-3 tert-butyl 4-iodopiperidine-1-carboxylate 
• 1078-58-6 diphenylzinc 
• 180695-79-8 tert-butyl 4-bromo-1-piperidinecarboxylate 
• 5123-13-7 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane 
• 771-99-3 4-phenylpiperidine 
• 201230-82-2 carbon monoxide 
• 75-65-0 tert-butyl alcohol 
• 109384-19-2 t-butyl 4-hydroxy piperidine-1-carboxylate 
• 591-50-4 iodobenzene 
• 1872262-73-1 1-(tert-butyl) 4-(1,3-dioxoisoindolin-2-yl) piperidine-1,4-dicarboxylate 
• 172734-33-7 4-hydroxy-4-phenylpiperidine-1-carboxylic acid tert-butyl ester 
• 375853-82-0 tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate 
• 98-80-6 phenylboronic acid 

Downstream Products

• 261777-38-2 (2R,4S)-cis-4-phenyl-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 
• 771-99-3 4-phenylpiperidine 
• 41914-43-6 2-(4-phenylpiperidin-1-yl)ethanamine 
• 1394387-97-3 N-((3-isopropylisoxazol-5-yl)methyl)-2-(4-phenylpiperidin-1-yl)ethanamine 
• 261777-41-7 (2R,4S)-cis-4-phenyl-piperidine-1,2-dicarboxylic acid 1-tert-butyl 2-methyl diester 
• 261777-44-0 (2S,4S)-trans-4-phenyl-piperidine-1,2-dicarboxylic acid 1-tert-butyl 2-methyl diester 
• 123387-60-0 2-Methyl-4-phenyl-piperidine-1-carboxylic acid tert-butyl ester 
• 123387-60-0 (2R,4R)-2-Methyl-4-phenyl-piperidine-1-carboxylic acid tert-butyl ester 
• 123387-61-1 2-Allyl-4-phenyl-piperidine-1-carboxylic acid tert-butyl ester 
• 126503-18-2 (1S,7R,8aS)-1,7-Diphenyl-hexahydro-oxazolo[3,4-a]pyridin-3-one 
• 126503-17-1 (2R,4S)-2-((S)-Hydroxy-phenyl-methyl)-4-phenyl-piperidine-1-carboxylic acid tert-butyl ester 
• 1049705-20-5 tert-butyl (2R,4R)-2-methyl-4-phenylpiperidine-1-carboxylate 

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.

Sustainable Route Toward N-Boc Amines: AuCl3/CuI-Catalyzed N-tert-butyloxycarbonylation of Amines at Room Temperature

N-tert-butoxycarbonyl (N-Boc) amines are useful intermediates in synthetic/medicinal chemistry. Traditionally, they are prepared via an indirect phosgene route with poor atom economy. Herein, a step- and atom-economic synthesis of N-Boc amines from amines, t-butanol, and CO was reported at room temperature. Notably, this N-tert-butyloxycarbonylation procedure utilized ready-made substrates, commercially available AuCl3/CuI as catalysts, and O2 from air as the sole oxidant. This catalytic system provided unique selectivity for N-Boc amines in good yields. More significantly, gram-scale preparation of medicinally important N-Boc amine intermediates was successfully implement, which demonstrated a potential application prospect in industrial syntheses. Furthermore, this approach also showed good compatibility with tertiary and other useful alcohols. Investigations of the mechanisms revealed that gold catalyzed the reaction and copper acted as electron transfer mediator in the catalytic cycle.

Modulators of protease activated receptors

The present invention provides novel compounds of the Formula (I), pharmaceutical compositions comprising such compounds and methods for using such compounds as tools for biological studies or as agents or drugs for therapies such as metabolic syndrome, obesity, type II diabetes, fibrosis and cardiovascular diseases, whether they are used alone or in combination with other treatment modalities.