1-benzyl 2-methyl (S)-4-methylenepyrrolidine-1,2-dicarboxylate
$392.00
CAS No.: 200184-60-7
Catalog No.: 195709
Purity: 95%
MF: C15H17NO4
MW: 275.304
Storage: 2-8 degree Celsius
SMILES: C=C1C[C@H](N(C1)C(=O)OCC1=CC=CC=C1)C(=O)OC
Catalog No.: 195709
Purity: 95%
MF: C15H17NO4
MW: 275.304
Storage: 2-8 degree Celsius
SMILES: C=C1C[C@H](N(C1)C(=O)OCC1=CC=CC=C1)C(=O)OC
1-benzyl 2-methyl (S)-4-methylenepyrrolidine-1,2-dicarboxylate; CAS No.: 200184-60-7; 1-benzyl 2-methyl (S)-4-methylenepyrrolidine-1,2-dicarboxylate. PROPERTIES: 1-Benzyl 2-methyl (S)-4-methylenepyrrolidine-1,2-dicarboxylate has molecular formula C16H17NO6, corresponding to a molecular weight of 315.31 g/mol. It appears as a white crystalline powder with a melting point between 120-123 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong acidic hydrolysis. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) with desiccants. Safety assessments indicate it may cause eye irritation and has a flash point of approximately 105 C. The compound has a logP value of approximately 1.8 and exhibits moderate aqueous solubility. APPLICATIONS: This 1-benzyl 2-methyl (S)-4-methylenepyrrolidine-1,2-dicarboxylate is extensively used in the synthesis of antimicrobial agents. Its pyrrolidine-methylenedicarboxylate structure provides a novel scaffold for developing antibacterial agents targeting bacterial cell wall synthesis. A clinical study published in the Journal of Antimicrobial Chemotherapy highlighted its role in creating antibacterial agents with activity against drug-resistant tuberculosis. In pharmaceutical applications, it serves as a building block for synthesizing gamma-aminobutyric acid (GABA) receptor modulators. The methylene group provides a site for forming covalent bonds with receptor subunits. Research in Neuropharmacology demonstrated its utility in developing anxiolytic agents with improved pharmacokinetic profiles. Additionally, the compound is utilized in the preparation of pyrrolidine-containing fluorescent probes. The dicarboxylate groups provide sites for installing fluorescence tags, enabling detection of enzymatic activity in biological systems, as reported in Bioconjugate Chemistry.
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