186347-72-8

Basic information

• Product Name: 4-phenyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester
• Synonyms: 4-phenyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester;tert-Butyl 4-phenyl-3,6-dihydro-2H-pyridine-1-carboxylate
• CAS NO: 186347-72-8
• Molecular Formula: C₁₆H₂₁NO₂
• Molecular Weight: 259.34344
• Mol File: 186347-72-8.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 362.4±42.0 °C(Predicted)
• Appearance: /
• Density: 1.079±0.06 g/cm3(Predicted)
• PKA: -1.79±0.40(Predicted)
• CAS DataBase Reference: 4-phenyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-phenyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester(186347-72-8)
• EPA Substance Registry System: 4-phenyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester(186347-72-8)

Safety Data

• Hazardous Substances Data: 186347-72-8(Hazardous Substances Data)

Usage

General Description

4-phenyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester, also known as tert-butyl 4-phenyl-3,6-dihydro-2H-pyridine-1-carboxylate, is a chemical compound with the molecular formula C16H21NO2. It is an ester derivative of pyridine carboxylic acid and is commonly used in organic synthesis and pharmaceutical research. 4-phenyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester is often employed as a building block in the creation of various pharmaceuticals and agrochemicals. It has been studied for its potential use in the treatment of neurological disorders and other medical conditions. The tert-butyl ester group in the compound provides stability and protection to the carboxylic acid functionality, making it a valuable tool in the synthesis of medicinal compounds.

Upstream product

• 138647-49-1 4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
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• 100-59-4 phenylmagnesium chloride 
• 856684-31-6 tert-butyl 4-((diphenoxyphosphoryl)oxy)-3,6-dihydropyridine-1(2H)-carboxylate 
• 108-86-1 bromobenzene 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 375853-82-0 tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate 
• 41780-52-3 N’-(1-benzylpiperidin-4-ylidene)-4-methylbenzenesulfonohydrazide 
• 3612-20-2 1-phenylmethyl-4-piperidone 
• 936231-00-4 1-benzyl-4-(benzyldimethylsilanyl)-1,2,3,6-tetrahydro-pyridine 
• 936231-05-9 1-(tert-butoxycarbonyl)-4-(benzyldimethylsilanyl)-3,6-dihydro-2H-pyridine 
• 591-50-4 iodobenzene 
• 98-80-6 phenylboronic acid 
• 172734-33-7 4-hydroxy-4-phenylpiperidine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 10338-69-9 1,2,3,6-tetrahydro-4-phenylpyridine 
• 725739-25-3 4-phenyl-3,6-dihydro-2H-pyridine-1-sulfonyl chloride 
• 104163-69-1 4-phenyl-3,6-dihydro-2H-pyridine-1-sulfonic acid 
• 123387-49-5 tert-butyl 4-phenylpiperidine-1-carboxylate 
• 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 
• 39793-35-6 2-(4-phenyl-5,6-dihydropyridin-1(2H)-yl)ethanamine 
• 1394387-82-6 N-((3-isopropylisoxazol-5-yl)methyl)-2-(4-phenyl-5,6-dihydropyridin-1(2H)-yl)ethanamine 
• 357608-32-3 (+)-tert-butyl (3R,4R)-3-hydroxy-4-phenylpiperidine-1-carboxylate 

Relevant articles and documents

FUSED PIPERIDINE AMIDES AS MODULATORS OF ION CHANNELS

The invention relates to fused piperidine amides useful as inhibitors of ion channels for the treatment of pain. The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various disorders.

Highly enantioselective organocatalytic oxidative kinetic resolution of secondary alcohols using chiral alkoxyamines as precatalysts: Catalyst structure, active species, and substrate scope

The development and characterization of enantioselective organocatalytic oxidative kinetic resolution (OKR) of racemic secondary alcohols using chiral alkoxyamines as precatalysts are described. A number of chiral alkoxyamines have been synthesized, and their structure-enantioselectivity correlation study in OKR has led us to identify a promising precatalyst, namely, 7-benzyl-3-n-butyl-4-oxa-5-azahomoadamantane, which affords various chiral aliphatic secondary alcohols (ee up to >99%, krel up to 296). In a mechanistic study, chlorine-containing oxoammonium species were identified as the active species generated in situ from the alkoxyamine precatalyst, and it was revealed that the chlorine atom is crucial for high reactivity and enantioselectivity. The present OKR is the first successful example applicable to various unactivated aliphatic secondary alcohols, including heterocyclic alcohols with high enantioselectivity, the synthetic application of which is demonstrated by the synthesis of a bioactive compound.

Design, synthesis, and evaluation of novel aryl-tetrahydropyridine PPARα/γ dual agonists

Aryl-tetrahydropyridine derivatives were prepared and their PPARα/γ dual agonistic activities were evaluated. Among them, compound (S)-5b was identified as a potent PPARα/γ dual agonist with an EC50 of 1.73 and 0.64 μM in hPPARα and γ, respectively. In diabetic (db/db) mice, compound (S)-5b showed good glucose lowering efficacy and favorable pharmacokinetic properties.