O-Benzyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-threonine(CAS: 198561-81-8)

O-Benzyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-threonine is a white to off-white crystalline solid with a molecular weight of approximately 455.48 g/mol. It has a melting point of 158-160°C and is soluble in methanol, ethanol, and dimethylformamide. This compound is known for its low reactivity towards common acids and bases, making it stable under neutral conditions. It is also resistant to hydrolysis under basic conditions.

O-Benzyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-threonine is typically synthesized via a multi-step process involving the protection of the threonine hydroxyl group with fluorenylmethoxycarbonyl (Fmoc) chemistry. The key steps include the synthesis of the Fmoc-protected threonine derivative followed by the coupling with benzyl and methyl groups. The reaction conditions are carefully controlled to ensure high yield and selectivity. Common solvents used include dichloromethane and triethylamine.

O-Benzyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-threonine is used primarily in the pharmaceutical industry for the synthesis of biologically active compounds. It is also utilized in polymer chemistry for the modification of polymer structures and in the development of sensor technologies. Additionally, this compound plays a role in semiconductor manufacturing as a precursor for functional materials.

When handling O-Benzyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-threonine, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. This compound should be handled in a well-ventilated area or a fume hood to minimize exposure to airborne particles. Spills should be cleaned up immediately with appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and emergency procedures.