tert-butyl (3R,5S)-3-amino-5-hydroxypiperidine-1-carboxylate
$380.00
CAS No.: 1932513-59-1
Catalog No.: 197541
Purity: 95%
MF: C10H20N2O3
MW: 216.281
Storage: 2-8 degree Celsius
SMILES: N[C@H]1CN(C[C@H](C1)O)C(=O)OC(C)(C)C
Catalog No.: 197541
Purity: 95%
MF: C10H20N2O3
MW: 216.281
Storage: 2-8 degree Celsius
SMILES: N[C@H]1CN(C[C@H](C1)O)C(=O)OC(C)(C)C
tert-butyl (3R,5S)-3-amino-5-hydroxypiperidine-1-carboxylate; CAS No.: 1932513-59-1; tert-butyl (3R,5S)-3-amino-5-hydroxypiperidine-1-carboxylate. PROPERTIES: This amino-hydroxy-substituted piperidine carbamate features molecular formula C??H??N?O? with molecular weight 208.25 g/mol. It generally appears as a white crystalline powder. Soluble in polar aprotic solvents like DMF and DMSO. Melting point approximately 100-105 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 an amino-hydroxy-substituted piperidine carbamate, tert-butyl (3R,5S)-3-amino-5-hydroxypiperidine-1-carboxylate 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 hydroxyl and amine functionalities enable conjugation to biomolecules via oxime formation and reductive amination (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing polyamino acid hydrogels with tunable mechanical properties, where the piperidine ring influences gelation behavior and biocompatibility (Biomacromolecules).
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