15297-33-3

Usage

Uses

Used in Chemical Synthesis:
(R)-(+)-N-METHYL-1-(1-NAPHTHYL)ETHYLAMINE is used as a chiral modifier for enhancing the enantioselectivity of certain chemical reactions. Its unique structure allows it to interact with other molecules in a stereospecific manner, leading to the preferential formation of one enantiomer over the other.
Used in Pharmaceutical Industry:
(R)-(+)-N-METHYL-1-(1-NAPHTHYL)ETHYLAMINE is used as a chiral auxiliary in the synthesis of pharmaceutical compounds, particularly those with chiral centers. The compound can help improve the selectivity of reactions, leading to the production of desired enantiomers with higher purity and yield.
Used in Catalyst Development:
In the field of catalysis, (R)-(+)-N-METHYL-1-(1-NAPHTHYL)ETHYLAMINE can be employed as a chiral ligand to develop novel catalysts for asymmetric reactions. These catalysts can be used to produce enantiomerically pure compounds, which are essential in the pharmaceutical, agrochemical, and fragrance industries.
Used in Enantioselective Hydrogenation:
(R)-(+)-N-METHYL-1-(1-NAPHTHYL)ETHYLAMINE is used as a chiral modifier for platinum in the enantioselective hydrogenation of ketopantolactone. This application demonstrates the compound's ability to influence the stereochemistry of a reaction, leading to the production of specific enantiomers with high selectivity.

InChI:InChI=1/C13H15N/c1-10(14-2)12-9-5-7-11-6-3-4-8-13(11)12/h3-10,14H,1-2H3/t10-/m1/s1

Upstream product

• 941-98-0 1'-naphthacetophenone 
• 74-89-5 methylamine 
• 73765-07-8 rac-1-(1-bromoethyl)naphthalene 

Downstream Products

• 1020168-34-6 N-methyl-1-[(R)-phenyl-(1'R)-(1-naphthyl)ethylethylaminomethyl]-2-naphthol 
• 1200401-05-3 (R)-N-(4-tert-butylbenzyl)-N-methyl-1-(naphthalen-1-yl)ethanamine 
• 98978-30-4 3--1-phenyl-1-propanone 
• 1217809-88-5 N-(1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine hydrochloride 
• 65503-07-3 (E)-N-methyl-N-(3-phenyl-2-propenyl)-1-naphthalene-1-ethanamine 
• 98978-37-1 3--1-phenyl-1-propanol 

Relevant academic research and scientific papers

Stereogenic Lock in 1-Naphthylethanamine Complexes for Catalyst and Auxiliary Design: Structural and Reactivity Analysis for Cycloiridated Pseudotetrahedral Complexes

A series of optically active pseudo-tetrahedral five-membered cyclometalated 1-naphthylethanamine iridium(III) complexes were prepared and characterized to analyze the efficacy of the stereogenic conformational lock in both solid and solution phases. The synthesis of the iridacycles was diastereoselective, and the compounds were found to be conformationally rigid. In comparison to its phenyl derivative, the structural lock prevented oxidation of the amine moiety within the five-membered organometallic ring during its synthesis. With up to three stereogenic centers in one of the naphthalene complexes, the stereochemistry of the metallacycle remained stable to both thermal and chemical changes. In terms of catalytic performance, the complexes displayed excellent activity for the asymmetric hydrogen transfer reaction, albeit with modest enantioselectivities.

Chiral derivatives of Butenafine and Terbinafine: synthesis and antifungal activity

Two series of allylamines/benzylamines have been synthesised and evaluated for their antifungal activity towards Cryptococcus neoformans. All compounds are chiral derivatives of Butenafine and Terbinafine, having additional substituents at the carbon conn

Optically active imidazolidin-2-one derivatives

A novel optically active cis-4,5-disubstituted imidazolidin-2-one derivative of the formula: STR1 wherein R1 is a C1 -C4 alkyl group or benzyl and R2 is a chiral aralkyl group optionally having at least one of C1 -C4 alkyl, C1 -C4 alkoxy and hydroxyl groups is produced asymmetrically by the reaction of 1,3-dibenzyl-cis-4,5-dicarboxy-imidazolidin-2-one or its anhydride with an optically active secondary amine of the formula: STR2 wherein R1 and R2 are each as defined above and is transformed into the lactone of 1,3-dibenzyl-cis-4-carboxy-5-hydroxymethyl-imidazolidin-2-one, which is a key intermediate in the synthesis of d-biotin.