1073144-62-3

Basic information

• Product Name: (1R)-1-(naphthalen-1-yl)ethanamine (R)-mandelate
• Synonyms: (1R)-1-(naphthalen-1-yl)ethanamine (R)-mandelate
• CAS NO: 1073144-62-3
• Molecular Weight: 323.392
• Mol File: 1073144-62-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1R)-1-(naphthalen-1-yl)ethanamine (R)-mandelate(CAS DataBase Reference)
• NIST Chemistry Reference: (1R)-1-(naphthalen-1-yl)ethanamine (R)-mandelate(1073144-62-3)
• EPA Substance Registry System: (1R)-1-(naphthalen-1-yl)ethanamine (R)-mandelate(1073144-62-3)

Safety Data

• Hazardous Substances Data: 1073144-62-3(Hazardous Substances Data)

Usage

Description

(1R)-1-(naphthalen-1-yl)ethanamine (R)-mandelate is a chiral chemical compound formed by the combination of the (1R)-1-(naphthalen-1-yl)ethanamine molecule and the (R)-mandelic acid molecule. It is known for its unique structure and properties, making it a valuable tool in pharmaceutical research and development, as well as in organic synthesis.

Uses

Used in Pharmaceutical Research and Development:
(1R)-1-(naphthalen-1-yl)ethanamine (R)-mandelate is used as a chiral auxiliary in pharmaceutical research and development for its potential therapeutic applications. Its unique structure allows it to be a promising candidate for the development of new drugs and therapies.
Used in Organic Synthesis:
In the field of organic synthesis, (1R)-1-(naphthalen-1-yl)ethanamine (R)-mandelate is used as a chiral auxiliary to facilitate the synthesis of enantiomerically pure compounds. Its chiral properties make it an essential tool for studying chiral recognition and separation processes in chemistry.
Used in Medicinal Chemistry:
(1R)-1-(naphthalen-1-yl)ethanamine (R)-mandelate may have potential applications in the treatment of various diseases and disorders, making it an important compound within the field of medicinal chemistry. Its unique structure and properties contribute to the development of novel therapeutic agents and drug candidates.

Upstream product

• 3886-70-2 (R)-1-(1-Naphthyl)ethylamine 
• 611-71-2 (R)-Mandelic Acid 
• 42882-31-5 (RS)-1-(1-naphthyl)ethylamine 
• 1956-40-7 1-(1-naphthalenyl)ethanone oxime 
• 941-98-0 1'-naphthacetophenone 

Downstream Products

• 226256-56-0 cinacalcet 
• 364782-34-3 cinacalcet hydrochloride 
• 82572-04-1 (R)-<1-(1-Naphthyl)ethyl>ammonium chloride 
• 3886-70-2 (R)-1-(1-Naphthyl)ethylamine 

Relevant articles and documents

A METHOD FOR PREPARATION OF DIASTEREOMERIC LACTATE SALTS OF 1-(1-NAPHTHYL)ETHYL AMINE AND PURE ENANTIOMERS OF 1-(1-NAPHTHYL)ETHYL AMINE

The invention relates to method for preparation of pure enantiomers of 1-(1-naphthyl)ethyl amine by preparing lactate salt with chiral lactic acid as resolving agent. The method comprises reaction of L-lactic acid or D-lactic acid with racemic 1-(1-naphthyl)ethyl amine to form diastereomeric salts of (R/S)-1-(1-naphthyl)ethyl amine-(D/L)-lactate from which pure enantiomer is isolated. The invention also comprises method for preparation of compound with enriched enantiomers of 1-(1-naphthyl)ethyl amine from the mother liquor separated from the diastereomeric lactate salt. The enriched enantiomer is reacted with pure enantiomers of mandelic acid or lactic acid, preferably D-mandelic acid or L-mandelic acid and converted to diastereomeric mandelate salt. Pure (R)- or (S)-1-(1-naphthyl)ethyl amine is obtained from the diastereomeric mandelate salt. The chiral purity of pure enantiomer obtained is between 99% and 100%.

PROCESS FOR THE PREPARATION OF CINACALCET AND SALTS THEREOF, AND INTERMEDIATES FOR USE IN THE PROCESS

There is provided a process for preparing a salt of the (R)- or (S)-isomer of 1- naphthylethylamine with mandelic acid or a derivative thereof, the process comprising reacting racemic 1-naphthylethylamine with mandelic acid or a derivative thereof to obtain the (R)- or (S)-isomer of 1-naphthylethylamine salt (III) with the acid. The salts also form an aspect of the present invention. There is also provided a salt of the (R)- or (S)-isomer of 1-naphthylethylamine with mandelic acid or a derivative thereof. There is also provided a process for preparing cinacalcet (I) or a salt thereof, the process comprising reacting an ester (II) with (R)-i-naphthylethylamine or a salt of (R)-i-naphthylethylamine and mandelic acid or a derivative thereof, to obtain cinacalcet, and optionally converting the cincalcet to a salt thereof.