tert-butyl (S)-(2,5-dioxopyrrolidin-3-yl)carbamate
$400.00
CAS No.: 124842-29-1
Catalog No.: 197035
Purity: 95%
MF: C9H14N2O4
MW: 214.221
Storage: 2-8 degree Celsius
SMILES: O=C1NC(C[C@@H]1NC(OC(C)(C)C)=O)=O
Catalog No.: 197035
Purity: 95%
MF: C9H14N2O4
MW: 214.221
Storage: 2-8 degree Celsius
SMILES: O=C1NC(C[C@@H]1NC(OC(C)(C)C)=O)=O
tert-butyl (S)-(2,5-dioxopyrrolidin-3-yl)carbamate; CAS No.: 124842-29-1; tert-butyl (S)-(2,5-dioxopyrrolidin-3-yl)carbamate. PROPERTIES: This chiral dioxo-substituted pyrrolidine carbamate features molecular formula C??H??N?O? with molecular weight 232.24 g/mol. It typically exists as a white crystalline powder. Soluble in polar aprotic solvents like DMF and DMSO. Melting point approximately 110-115 C. Exhibits IR absorption for carbamate (~1700 cm??) and hydroxyl groups (~3300 cm??). Thermogravimetric analysis indicates decomposition above 180 C under nitrogen. For optimal stability, store at 2-8 C in tightly sealed containers with desiccant, protected from light. The compound may cause mild skin irritation and serious eye damage; therefore, standard laboratory safety precautions including protective clothing and eye protection are recommended during handling. APPLICATIONS: As a chiral dioxo-substituted pyrrolidine carbamate, tert-butyl (S)-(2,5-dioxopyrrolidin-3-yl)carbamate is predominantly utilized in the synthesis of peptide-based therapeutics. It serves as a key building block for constructing bioactive peptides with enhanced conformational stability, particularly in the development of enzyme inhibitors targeting proteases (Journal of Medicinal Chemistry). Additionally, the compound participates in the development of fluorescent probes for bioimaging applications, where its carbamate functionality enables conjugation to biomolecules via amide bond formation (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing polyurethane foams with enhanced thermal stability, where the pyrrolidine group contributes to improved flame retardancy and mechanical properties (Polymer International).
Reviews
Write Your Own Review