(2R,3S)-Ethyl 3-benzamido-2-hydroxy-3-phenylpropanoate(CAS: 153433-80-8)

The compound (2R,3S)-Ethyl 3-benzamido-2-hydroxy-3-phenylpropanoate is a white crystalline solid with a molecular weight of approximately 335.35 g/mol. It is only slightly soluble in water but soluble in organic solvents like ethanol and acetone. Chemically, it is reactive towards nucleophiles and can undergo ester hydrolysis under basic conditions. It also exhibits amide and phenol functionalities that can participate in various organic reactions.

The compound can be synthesized via the condensation of ethyl 3-benzamido-2-hydroxypropanoate with benzaldehyde using an acid catalyst such as acetic acid. The reaction typically proceeds with high selectivity and yields of up to 90%. The process involves mild conditions and is suitable for scalable production.

This compound is primarily used in the pharmaceutical industry due to its amide and phenolic functionalities, which can be useful in the synthesis of drugs. It may also be utilized in the polymer industry as a monomer or in the development of advanced materials. Additionally, it can be employed in the production of sensors and semiconductors for its unique chemical properties.

When handling (2R,3S)-Ethyl 3-benzamido-2-hydroxy-3-phenylpropanoate, it is important to wear appropriate personal protective equipment (PPE) such as gloves, safety glasses, and a lab coat. The compound should be handled in a fume hood to minimize exposure to vapors. Spills should be cleaned up using appropriate methods, and the area should be well-ventilated. Always refer to the safety data sheet (SDS) for detailed information and emergency procedures.