585-50-2 | 3-(3-Trifluoromethylphenyl)propionic acid

CAS:585-50-2 | 3-(3-Trifluoromethylphenyl)propionic acid,Description

3-(3-Trifluoromethylphenyl)propionic acid is a chemical compound used in the synthesis of Cinacalcet. It also participates in the boron-catalyzed N-alkylation of amines of carboxylic acids.

Synthesis Analysis

The synthesis of 3-(3-Trifluoromethylphenyl)propionic acid involves several steps. It has been reported that the compound is used in the synthesis of Cinacalcet. The synthesis process involves the boron-catalyzed N-alkylation of amines of carboxylic acids.

Molecular Structure Analysis

The molecular formula of 3-(3-Trifluoromethylphenyl)propionic acid is C10H9F3O2. Its molecular weight is 218.18.

Chemical Reactions Analysis

3-(3-Trifluoromethylphenyl)propionic acid participates in the boron-catalyzed N-alkylation of amines of carboxylic acids. This reaction is part of its role in the synthesis of Cinacalcet.

Physical And Chemical Properties Analysis

3-(3-Trifluoromethylphenyl)propionic acid is a solid at 20 degrees Celsius. It has a molecular weight of 218.18.

Scientific Research Applications

1. Synthesis of Cinacalcet HCl

• Application Summary: “3-(3-Trifluoromethylphenyl)propionic acid” is used in the synthesis of Cinacalcet HCl, a calcimimetic drug approved for the treatment of secondary hyperparathyroidism in patients with chronic renal disease and for the treatment of hypercalcemia in patients with parathyroid carcinoma.
• Methods of Application: The synthesis involves a Mizoroki–Heck cross-coupling reaction between 1-bromo-3-(trifluoromethyl)benzene and acroleine diethyl acetal, catalyzed by Pd(OAc)2 in the presence of nBu4NOAc (tetrabutylammonium acetate), followed by the hydrogenation reaction of the crude mixture of products in a cascade process.
• Results or Outcomes: The final active pharmaceutical ingredient (API) was obtained through reductive amination of the intermediate with ®-(+)-1-(1-naphthyl)ethylamine using a catalyst prepared with a very low content of precious metal.

2. Biological Research

• Application Summary: “3-(3-Trifluoromethylphenyl)propionic acid” is used as a substrate for the synthesis of various compounds and for the study of enzyme-catalyzed reactions.
• Results or Outcomes: The outcomes of these studies can also vary widely, but the use of “3-(3-Trifluoromethylphenyl)propionic acid” can contribute to our understanding of biological processes and the development of new therapeutic strategies.

Safety And Hazards

3-(3-Trifluoromethylphenyl)propionic acid can cause skin and eye irritation. It is recommended to avoid breathing dust/fume/gas/mist/vapors/spray and to use only outdoors or in a well-ventilated area. In case of contact with skin or eyes, it is advised to wash with plenty of water.

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