2-Methyl-2-propanyl (3S)-3-hydroxybutanoate(CAS: 82578-45-8)

2-Methyl-2-propanyl (3S)-3-hydroxybutanoate is a colorless crystalline solid with a molecular weight of approximately 142.21 g/mol. It has a high solubility in organic solvents such as ethanol and acetone but is only slightly soluble in water. This compound exhibits reactivity typical of its ester and hydroxyl functionalities, making it susceptible to hydrolysis under basic conditions. It is also known for its ability to form ester linkages under appropriate conditions.

2-Methyl-2-propanyl (3S)-3-hydroxybutanoate is typically synthesized via a multi-step process involving the condensation of methyl acrylate with (R)-3-hydroxybutan-1-ol. The reaction is catalyzed by a suitable chiral auxilary, ensuring high selectivity for the (3S) configuration. The yield is generally around 70-80%, and the product is isolated by recrystallization from an appropriate solvent.

2-Methyl-2-propanyl (3S)-3-hydroxybutanoate finds applications in the pharmaceutical industry as an intermediate in the synthesis of chiral drugs. It is also used in the polymer industry for the development of biodegradable polymers. Additionally, it is utilized in the sensor industry for the production of chiral sensors and in the semiconductor industry for the fabrication of chiral materials.

When handling 2-Methyl-2-propanyl (3S)-3-hydroxybutanoate, use appropriate personal protective equipment (PPE) such as gloves and goggles. Store the compound in a cool, dry place away from heat sources and incompatible materials. Handle in a well-ventilated area or fume hood to avoid inhalation. In case of spill, absorb with a suitable material and dispose of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.