86926-16-1

Usage

Uses

Used in Pharmaceutical Industry:
(R)-(+)-N,N-DIMETHYL-1-(1-NAPHTHYL)ETHYLAMINE is used as a reagent for the synthesis of various pharmaceuticals and fine chemicals. Its unique properties and chiral nature enable the creation of specific drug molecules with desired therapeutic effects.
Used in Organic Synthesis:
In the field of organic chemistry, (R)-(+)-N,N-DIMETHYL-1-(1-NAPHTHYL)ETHYLAMINE is used as a catalyst in asymmetric synthesis. Its ability to selectively promote certain reactions contributes to the development of enantiomerically pure compounds, which are essential for the production of effective and safe drugs.
Used in Catalyst Development:
(R)-(+)-N,N-DIMETHYL-1-(1-NAPHTHYL)ETHYLAMINE is employed in the development of new catalysts for various chemical reactions. Its unique structure allows for the design of catalysts that can improve reaction efficiency, selectivity, and overall yield, leading to more sustainable and cost-effective chemical processes.
Used in Research and Development:
(R)-(+)-N,N-DIMETHYL-1-(1-NAPHTHYL)ETHYLAMINE is also used in research and development for the discovery and optimization of new drugs and materials. Its application in medicinal chemistry helps scientists understand the structure-activity relationships of potential drug candidates and develop more effective therapeutic agents.

Upstream product

• 74-88-4 methyl iodide 
• 50-00-0 formaldehyd 
• 42882-31-5 (RS)-1-(1-naphthyl)ethylamine 

Downstream Products

• 1269772-84-0 (1-(naphthalen-1-yl)ethyl)(p-tolyl)sulfane 
• 119392-95-9 (R_c)-1-(1'-N,N-dimethylaminoethyl)naphthalene 

Relevant academic research and scientific papers

Cu2O-catalyzed C–S coupling of quaternary ammonium salts and sodium alkane-/arene-sulfinates

A new protocol for the synthesis of (enantioenriched) benzylic sulfones via the Cu2O-catalyzed C–S bond cross coupling of alkane-/arene-sulfinates and (enantioenriched) benzylic quaternary ammonium salts has been developed. The product benzylic sulfones were obtained in good to high yields (75–96%). Chiral arylmethyl sulfones with high enantiomeric excess (90–94% ee) were also synthesized in the presence of Cu2O and 1,1′-bis-(diphenylphosphino)ferrocene (dppf).

Palladium-Catalyzed Highly Regioselective Aromatic Substitution of Benzylic Ammonium Salts with Amines

An unprecedented aromatic substitution reaction of benzylic ammonium salts has been developed through palladium-catalyzed C-N bond cleavage. A range of primary and secondary amines participated in a palladium-catalyzed aromatic substitution reaction of benzylic ammonium salts, delivering sterically hindered aromatic amines in moderate to excellent yields with extremely high regioselectivity. Preliminary mechanistic studies permitted successful identification of Π-benzylpalladium complexes and Γ-vinyl allylic amines as key intermediates. This study paves the way for the use of benzylic ammonium salts in the aromatic substitution reactions.

Metallation of benzylic amines via amine-borane complexes

Formation of borane complexes of N,N-dimethylbenzylamine, N,N- dimethyl(1-naphthyl)methylamine, N,N-dimethyl(2-naphthyl)methylamine, N- methyltetrahydroisoquinoline and N-methylisoindoline facilitates regioselective metallation of these systems using BuLi, giving intermediate benzylic anions which react with a range of electrophiles to give products in good yield.