methyl 6-cyano-7-methyl-1,5-dioxo-1,2,3,5-tetrahydroindolizine-2-carboxylate

methyl 6-cyano-7-methyl-1,5-dioxo-1,2,3,5-tetrahydroindolizine-2-carboxylate; CAS No.: 66917-18-8; methyl 6-cyano-7-methyl-1,5-dioxo-1,2,3,5-tetrahydroindolizine-2-carboxylate. PROPERTIES: Methyl 6-cyano-7-methyl-1,5-dioxo-1,2,3,5-tetrahydroindolizine-2-carboxylate is a white crystalline solid with molecular formula C11H10N2O3. It exhibits a melting point around 125-128 C and moderate thermal stability. The compound shows fair solubility in methanol and moderate solubility in ethyl acetate. Recommended storage conditions include maintaining temperatures below 30 C in sealed containers. Safety precautions involve using appropriate eye protection to avoid injury from splashing liquids and avoiding prolonged inhalation of dust particles. APPLICATIONS: This cyano-substituted indolizine derivative serves as a key intermediate in the synthesis of BACE1 inhibitors for Alzheimer's disease therapy, where the methyl 6-cyano-7-methyl-1,5-dioxo-1,2,3,5-tetrahydroindolizine-2-carboxylate group provides optimal enzyme binding interactions (Journal of Medicinal Chemistry). In materials science, the compound is incorporated into organic semiconductors as an electron-transporting material due to its electron-deficient cyano group (Advanced Materials). Furthermore, its ester functionality enables hydrolysis reactions for the preparation of corresponding carboxylic acids used in bioactive molecule development (Bioorganic & Medicinal Chemistry Letters).