Production Method 1

2629-55-2

151911-22-7

97731-02-7

19883-78-4

Reaction Conditions

1.1 Catalysts: Racemase, alanine ,  Aminomutase, phenylalanine 2,3- Solvents: Water ;  20 h, pH 8.0, 31 °C
1.2 Reagents: Sodium hydroxide Solvents: Water ;  pH 10 - 12

Reference

Enhanced Conversion of Racemic α-Arylalanines to (R)-β-Arylalanines by Coupled Racemase/Aminomutase Catalysis

Cox, Brad M.; et al, Journal of Organic Chemistry, 2009, 74(18), 6953-6959

(R)-3-Amino-3-(2-fluoro-phenyl)-propionic acid Raw materials

• 2-Amino-3-(2-fluorophenyl)propanoic acid

(R)-3-Amino-3-(2-fluoro-phenyl)-propionic acid Preparation Products

• (R)-2-Amino-3-(2-fluorophenyl)propanoic acid (97731-02-7)
• (R)-3-Amino-3-(2-fluoro-phenyl)-propionic acid (151911-22-7)
• 2-Fluoro-L-phenylalanine (19883-78-4)

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• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Amino acids and derivatives

Introduction to (R)-3-Amino-3-(2-fluoro-phenyl)-propionic Acid (CAS No. 151911-22-7)

(R)-3-Amino-3-(2-fluoro-phenyl)-propionic acid is a specialized organic compound that has garnered significant attention in the field of pharmaceutical research and development. With the CAS number 151911-22-7, this compound is of particular interest due to its unique structural properties and potential applications in medicinal chemistry. This introduction aims to provide a comprehensive overview of the compound, its significance, and its role in contemporary scientific research.

The molecular structure of (R)-3-Amino-3-(2-fluoro-phenyl)-propionic acid consists of a propionic acid backbone with an amino group and a 2-fluoro-phenyl substituent. This configuration imparts distinct chemical and pharmacological characteristics, making it a valuable scaffold for the design of novel therapeutic agents. The presence of the fluoro group, in particular, is known to enhance metabolic stability and binding affinity, which are crucial factors in drug development.

In recent years, there has been a surge in research focused on fluorinated amino acids due to their promising biological activities. Studies have demonstrated that compounds containing fluoro-substituted aromatic rings often exhibit improved pharmacokinetic profiles compared to their non-fluorinated counterparts. This has led to increased interest in exploring the potential of (R)-3-Amino-3-(2-fluoro-phenyl)-propionic acid as a building block for new drugs.

One of the most compelling aspects of (R)-3-Amino-3-(2-fluoro-phenyl)-propionic acid is its stereochemical purity. The (R) configuration of the amino group ensures that the compound possesses specific interactions with biological targets, which can be critical for achieving desired therapeutic effects. This stereochemical specificity is particularly important in drug design, where enantiomeric differences can significantly impact efficacy and safety.

Current research in medicinal chemistry has highlighted the utility of (R)-3-Amino-3-(2-fluoro-phenyl)-propionic acid in the synthesis of kinase inhibitors. Kinases are enzymes that play a pivotal role in numerous cellular processes, and their dysregulation is associated with various diseases, including cancer. By incorporating this compound into drug candidates, researchers aim to develop selective kinase inhibitors that can modulate signaling pathways implicated in these conditions.

Furthermore, the fluoro-substituent in (R)-3-Amino-3-(2-fluoro-phenyl)-propionic acid contributes to its lipophilicity, which can influence drug absorption and distribution. This property is particularly advantageous when designing drugs intended for oral administration, as it can enhance bioavailability. The combination of these characteristics makes this compound a versatile tool for pharmaceutical innovation.

The synthesis of (R)-3-Amino-3-(2-fluoro-phenyl)-propionic acid presents unique challenges due to its complex structure. However, advances in synthetic methodologies have made it more accessible for research purposes. Techniques such as asymmetric hydrogenation and enzymatic resolution have been employed to achieve high enantiomeric purity, ensuring that researchers can reliably utilize this compound in their studies.

In addition to its applications in drug development, (R)-3-Amino-3-(2-fluoro-phenyl)-propionic acid has shown potential in material science. Its unique chemical properties make it suitable for use as an intermediate in the synthesis of advanced materials with tailored functionalities. For instance, it can be incorporated into polymers or coatings to enhance their mechanical strength or thermal stability.

The growing body of research on fluorinated amino acids underscores the importance of compounds like (R)-3-Amino-3-(2-fluoro-phenyl)-propionic acid. As our understanding of their biological activities and synthetic methodologies continues to evolve, we can expect to see further applications emerge across various scientific disciplines. The potential for this compound to contribute to advancements in medicine and materials science is vast and eagerly anticipated by the scientific community.

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