Description

Benzyl 2-hydroxypyrrolidine-1-carboxylate (CAS No. 69261-54-7) is a high-purity organic compound with the molecular formula C₁₂H₁₅NO₃. This white to off-white crystalline solid is a protected derivative of 2-hydroxypyrrolidine, featuring a benzyloxycarbonyl (Cbz) group, making it a valuable intermediate in peptide synthesis and medicinal chemistry. With a molecular weight of 221.25 g/mol, it is soluble in common organic solvents such as DCM, DMF, and methanol. Ideal for researchers in pharmaceutical development, this compound is rigorously tested for purity (typically ≥95% by HPLC or GC) and is supplied with comprehensive analytical data, including ¹H NMR and LC-MS spectra. Store under inert conditions at 2-8°C to ensure long-term stability.

Properties

• CAS Number: 69261-54-7
• Complexity: 238
• IUPAC Name: benzyl 2-hydroxypyrrolidine-1-carboxylate
• InChI: InChI=1S/C12H15NO3/c14-11-7-4-8-13(11)12(15)16-9-10-5-2-1-3-6-10/h1-3,5-6,11,14H,4,7-9H2
• InChI Key: HFLBBPNJTAHFEA-UHFFFAOYSA-N
• Exact Mass: 221.10519334
• Molecular Formula: C12H15NO3
• Molecular Weight: 221.25
• SMILES: C1CC(N(C1)C(=O)OCC2=CC=CC=C2)O
• Topological: 49.8
• Monoisotopic Mass: 221.10519334
• Synonyms: Benzyl 2-hydroxypyrrolidine-1-carboxylate, 69261-54-7, benzyl 2-hydroxy-1-pyrrolidinecarboxylate, 2-hydroxy-N-cbz-pyrrolidine, SCHEMBL3049973, SCHEMBL10431610, MFCD12756479, Benzyl2-hydroxypyrrolidine-1-carboxylate, F13994, 1-Pyrrolidinecarboxylicacid,2-hydroxy-,phenylmethyl ester

Application

Benzyl 2-hydroxypyrrolidine-1-carboxylate is widely used as a key building block in the synthesis of bioactive molecules, particularly in the preparation of proline-based peptidomimetics. Its Cbz-protected hydroxyl group allows for selective deprotection in multi-step organic syntheses. This compound is also employed in the development of enzyme inhibitors and chiral catalysts due to its stereogenic center. Researchers utilize it in fragment-based drug discovery and as a precursor for heterocyclic scaffolds in medicinal chemistry.

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