N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-methyl-2-propanyl)-D-tyrosine(CAS: 118488-18-9)

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-methyl-2-propanyl)-D-tyrosine is a white crystalline solid with a molecular weight of approximately 682.57 g/mol. It has a solubility of 10 mg/mL in water and is slightly soluble in methanol. This compound is reactive towards nucleophiles and can undergo esterification reactions. It is stable under normal storage conditions but should be protected from light and moisture.

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-methyl-2-propanyl)-D-tyrosine is typically synthesized through a multi-step process involving the fluorenylmethyloxycarbonyl (Fmoc) protection of tyrosine, followed by esterification with 2-methyl-2-propanol. This reaction is catalyzed by oxalyl chloride in the presence of dimethylformamide (DMF). The overall yield is around 70-80%, with high regio- and stereoselectivity.

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-methyl-2-propanyl)-D-tyrosine is primarily used in the pharmaceutical industry for drug discovery and synthesis. It also finds applications in polymer chemistry and material science, particularly in the development of functional polymers and sensors. Its use in semiconductor manufacturing is limited due to its high cost and specialized applications.

When handling N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-methyl-2-propanyl)-D-tyrosine, it is important to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Ensure that all operations are conducted in a well-ventilated area or a fume hood. Spills should be cleaned up immediately with appropriate decontamination agents. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.