(R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)propanoate
$200.00
CAS No.: 96136-12-8
Catalog No.: 197070
Purity: 95%
MF: C17H24N2O6
MW: 352.387
Storage: 2-8 degree Celsius
SMILES: C(C1=CC=CC=C1)OC(=O)N[C@@H](C(=O)OC)CNC(=O)OC(C)(C)C
Catalog No.: 197070
Purity: 95%
MF: C17H24N2O6
MW: 352.387
Storage: 2-8 degree Celsius
SMILES: C(C1=CC=CC=C1)OC(=O)N[C@@H](C(=O)OC)CNC(=O)OC(C)(C)C
CAS NO.: 96136-12-8; (R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)propanoate. PROPERTIES: This chiral diamino-substituted propanoate features molecular formula C??H??NO? with molecular weight 343.39 g/mol. It typically exists as a white crystalline powder. Soluble in polar aprotic solvents like DMF and DMSO. Melting point approximately 100-105°C. Exhibits IR absorption for ester (~1750 cm??) and amide groups (~1650 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 diamino-substituted propanoate, (R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)propanoate 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 ester functionality enables conjugation to biomolecules via enzymatic hydrolysis (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing polyamino acid hydrogels with tunable mechanical properties, where the chiral center influences gelation behavior and biocompatibility (Biomacromolecules).
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