Basic Information:
Alias: L-Phenylalaninol
CAS No: 3182-95-4
Molecular Formula: C9H13NO
Molecular Weight: 151.21
Appearance: White to light yellow
Melting Point: 92-94°C (lit.)
Solubility: Easily soluble in chloroform, ethyl acetate, ethanol, and methanol.
L-Phenylalaninol is an important organic compound with a wide range of applications. It is a derivative of phenylalanine and is commonly used in pharmaceutical synthesis and chemical industries. In this article, we will introduce the chemical structure, mechanism, and various applications of L-Phenylalaninol in different fields.
Principles
L-Phenylalaninol is an amino alcohol derivative of L-phenylalanine, with a phenyl group, an amino group, and a hydroxyl group in its structure. This structure imparts unique physicochemical properties, making it suitable for various synthetic reactions.
Chemical Reactivity: The hydroxyl and amino groups in the L-Phenylalaninol molecule can participate in a variety of organic reactions, including acylation, condensation, and amination. This makes it an important intermediate in organic synthesis.
Stereoselectivity: L-Phenylalaninol has a chiral center, and is often used in the synthesis of optically active compounds. Particularly in the pharmaceutical field, chiral compounds can have different biological activities.
Water Solubility and Lipophilicity: The hydroxyl and amino groups provide L-Phenylalaninol with some water solubility, while the phenyl group imparts hydrophobicity. This dual nature makes it soluble in various solvents, allowing for tunable solubility.
Applications
Pharmaceutical Synthesis: L-Phenylalaninol is frequently used as an important intermediate in the pharmaceutical industry. It plays a key role in the synthesis of antidepressants, antihypertensive drugs, antibiotics, and other pharmaceuticals, where it provides a chiral center and participates in the formation of active drug structures.
Chiral Synthesis: Due to its optical activity,L-Phenylalaninol is often used to synthesize compounds with specific optical purity. Optical purity is crucial in the development of new drugs, as it significantly impacts the drug's efficacy and side-effect control.
Organic Synthesis: L-Phenylalaninol also serves as an intermediate in organic synthesis within the chemical industry. It is widely used in the production of pesticides, dyes, and fine chemicals. For instance, it can undergo condensation or reduction reactions to generate various functional organic molecules.
Food Additives: In the food industry, L-Phenylalaninol and its derivatives are sometimes used as flavoring agents or food additives, helping to improve the taste and stability of food products.
Conclusion
L-Phenylalaninol, with its unique structure and reactivity, demonstrates a broad range of applications in various fields. As a key raw material in pharmaceutical synthesis and chiral synthesis, it plays an essential role, especially in high-end industries like pharmaceuticals and chemicals. With advances in technology, the application prospects of L-Phenylalaninol will continue to expand, making it an important tool in modern organic synthesis and new drug development.