43052-72-8

Basic information

• Product Name: 1,1-Dimethyl-3-phenyl-propylamin
• Synonyms: 1,1-Dimethyl-3-phenyl-propylamin
• CAS NO: 43052-72-8
• Molecular Weight: 163.263
• Mol File: 43052-72-8.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: 1,1-Dimethyl-3-phenyl-propylamin(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Dimethyl-3-phenyl-propylamin(43052-72-8)
• EPA Substance Registry System: 1,1-Dimethyl-3-phenyl-propylamin(43052-72-8)

Safety Data

• Hazardous Substances Data: 43052-72-8(Hazardous Substances Data)

Upstream product

• 686343-06-6 4-(3-amino-3-methyl-butyl)-aniline 
• 79706-42-6 3-formamido-3-methyl-1-phenylbutane 
• 103-05-9 4-phenyl-2-methyl-2-butanol 
• 594-39-8 2-methyl-2-butylamine 
• 100-42-5 styrene 
• 75-31-0 isopropylamine 
• 591-50-4 iodobenzene 
• 2550-26-7 4-Phenyl-2-butanone 
• 15325-61-8 3-methyl-1-phenyl-1-butene 
• 6683-51-8 2-methyl-4-phenyl-1-butene 
• 1354701-45-3 (E)-(3-azido-3-methylbut-1-en-1-yl)benzene 
• 79399-13-6 N-[1,1-dimethyl-3-phenylpropyl]acetamide 

Downstream Products

• 21147-81-9 2-(1,1-Dimethyl-3-phenyl-propylamino)-1-(2-naphthyl)-ethanol 
• 93788-32-0 1-(4-methoxyphenyl)-1-oxo-2-(1,1-dimethyl-3-phenylpropylamino) ethane hydrobromide 
• 789445-02-9 6-hydroxy-8-(1-hydroxy-2-((2-methyl-4-phenylbutan-2-yl)amino)ethyl)-2H-benzo[b][1,4]oxazin-3(4H)-one 
• 70875-80-8 α-{[(1,1-dimethyl-3-phenylpropyl)amino]methyl}-4-hydroxy-3-(methylthio)benzenemethanol 

Relevant articles and documents

Native Directed Site-Selective δ-C(sp3)-H and δ-C(sp2)-H Arylation of Primary Amines

A Pd(II)-catalyzed, selective δ-C(sp3)-H and δ-C(sp2)-H arylation method for free primary aliphatic amines using NH2 as a native directing group has been developed. A variety of free primary amines with adjacent quaternary

Photocatalytic Hydroaminoalkylation of Styrenes with Unprotected Primary Alkylamines

Catalytic, intermolecular hydroaminoalkylation (HAA) of styrenes provides a powerful disconnection for pharmacologically relevant γ-arylamines, but current methods cannot utilize unprotected primary alkylamines as feedstocks. Metal-catalyzed HAA protocols are also highly sensitive to α-substitution on the amine partner, and no catalytic solutions exist for α-tertiary γ-arylamine synthesis via this approach. We report a solution to these problems using organophotoredox catalysis, enabling a direct, modular, and sustainable preparation of α-(di)substituted γ-arylamines, including challenging electron-neutral and moderately electron-rich aryl groups. A broad range of functionalities are tolerated, and the reactions can be run on multigram scale in continuous flow. The method is applied to a concise, protecting-group-free synthesis of the blockbuster drug Fingolimod, as well as a phosphonate mimic of itsin vivoactive form (by iterative α-C-H functionalization of ethanolamine). The reaction can also be sequenced with an intramolecularN-arylation to provide a general and modular access to valuable (spirocyclic) 1,2,3,4-tetrahydroquinolines and 1,2,3,4-tetrahydronaphthyridines. Mechanistic and kinetic studies support an irreversible hydrogen atom transfer activation of the alkylamine by the azidyl radical and some contribution from a radical chain. The reaction is photon-limited and exhibits a zero-order dependence on amine, azide, and photocatalyst, with a first-order dependence on styrene.

Native amine-directed site-selective C(sp3)-H arylation of primary aliphatic amines with aryl iodides

Direct C(sp3)-H functionalization of N-unprotected aliphatic amines represents one of the most efficient and straightforward strategies for amine synthesis. Despite some recent progress in this field, the NH2-directed γ-C(sp3)-H arylation of primary aliphatic amines except α-amino esters remained an unmet challenge. In this report, we established a simple and efficient method for site-selective C(sp3)-H arylation of primary aliphatic amines by aryl iodides. In the presence of only 5 mol% Pd(OAc)2, a wide range of aliphatic amines including O-benzyl and O-silyl amino alcohols were arylated at γ- or δ-positions by aryl iodides containing a broad scope of functional groups. The synthetic application of this method had also been demonstrated by large-scale synthesis, the synthesis of a fingolimod analogue, and the conjugation with natural D-menthol and fluorescent 1,8-naphthalimide.

Design, synthesis and biological evaluation of 5-(2-amino-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one derivatives as potent β2-adrenoceptor agonists

A series of novel β2-adrenoceptor agonists with a 5-(2-amino-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one moiety was designed, synthesized and evaluated for biological activity in human embryonic kidney 293 cells and isolated guinea pig trachea. Compounds 9g and (R)-18c exhibited the most excellent β2-adrenoceptor agonistic effects and high β2/β1-selectivity with EC50 values of 36 pM for 9g and 21 pM for (R)-18c. They produced potent airway smooth muscle relaxant effects with fast onset of action and long duration of action in an in vitro guinea pig trachea model of bronchodilation. These results support further development of the two compounds into drug candidates.