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(2R,4R)-1-((benzyloxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid
$200.00
CAS No.: 130930-25-5
Catalog No.: 197034
Purity: 95%
MF: C13H15NO5
MW: 265.265
Storage: 2-8 degree Celsius
SMILES: C(C1=CC=CC=C1)OC(=O)N1[C@H](C[C@H](C1)O)C(=O)O
Catalog No.: 197034
Purity: 95%
MF: C13H15NO5
MW: 265.265
Storage: 2-8 degree Celsius
SMILES: C(C1=CC=CC=C1)OC(=O)N1[C@H](C[C@H](C1)O)C(=O)O
(2R,4R)-1-((benzyloxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid; CAS No.: 130930-25-5; (2R,4R)-1-((benzyloxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid. PROPERTIES: This chiral hydroxy-substituted pyrrolidine carboxylic acid features molecular formula C??H??NO? with molecular weight 245.26 g/mol. It generally appears as a white crystalline powder. Soluble in polar protic solvents like methanol and water. Melting point approximately 120-125 C. Exhibits IR absorption for carboxylic acid (~2900-2500 cm??) and hydroxyl groups (~3300 cm??). Thermogravimetric analysis reveals weight loss onset 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 hydroxy-substituted pyrrolidine carboxylic acid, (2R,4R)-1-((benzyloxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid 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 carboxylic acid functionality enables conjugation to biomolecules via amide bond formation (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing polyamino acid hydrogels with tunable mechanical properties, where the pyrrolidine ring influences gelation behavior and biocompatibility (Biomacromolecules).
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