(S)-tert-butyl 5-oxopyrrolidine-2-carboxylate
$300.00
CAS No.: 35418-16-7
Catalog No.: 196480
Purity: 95%
MF: C9H15NO3
MW: 185.223
Storage: 2-8 degree Celsius
SMILES: O=C1CC[C@H](N1)C(=O)OC(C)(C)C
Catalog No.: 196480
Purity: 95%
MF: C9H15NO3
MW: 185.223
Storage: 2-8 degree Celsius
SMILES: O=C1CC[C@H](N1)C(=O)OC(C)(C)C
(S)-tert-butyl 5-oxopyrrolidine-2-carboxylate; CAS No.: 35418-16-7; (S)-tert-butyl 5-oxopyrrolidine-2-carboxylate. PROPERTIES: (S)-tert-butyl 5-oxopyrrolidine-2-carboxylate appears as a white to off-white crystalline solid with a characteristic slight odor. Its molecular formula is C10H15NO3, exhibiting a molecular weight of 201.23 g/mol. The compound demonstrates moderate solubility in common organic solvents such as dichloromethane and ethyl acetate, while being sparingly soluble in water. Its melting point typically ranges between 85-92 C, and it is stable under ambient conditions when stored properly. Recommended storage involves keeping the material in a tightly sealed container at temperatures below 25 C, preferably in a cool, dry, and well-ventilated area away from direct sunlight and moisture. For extended storage periods exceeding six months, refrigeration at 2-8 C is advised to maintain optimal stability and prevent potential degradation. Safety precautions include wearing appropriate personal protective equipment such as chemical-resistant gloves, safety goggles, and lab coats when handling the compound. In case of skin contact, immediate washing with soap and water is recommended, and eye contact requires thorough rinsing with water for at least 15 minutes followed by medical attention if irritation persists. The compound should be handled in a chemical fume hood to avoid inhalation of dust particles. APPLICATIONS: (S)-tert-butyl 5-oxopyrrolidine-2-carboxylate serves as a valuable chiral building block in asymmetric synthesis, particularly in the preparation of bioactive molecules and pharmaceutical intermediates. Its unique stereochemistry makes it suitable for constructing complex architectures in drug discovery pipelines. In the realm of medicinal chemistry, the compound has been utilized in the synthesis of novel pyrrolidine-based inhibitors targeting various enzymes and receptors, as documented in several peer-reviewed journals focusing on organic and medicinal chemistry. Additionally, its oxopyrrolidine framework provides a versatile platform for the development of agrochemicals, though this application is beyond the current scope. The compound's utility extends to materials science, where derivatives have been explored for their potential in chiral auxiliaries and catalysts, as reported in chemical engineering publications. Furthermore, analytical chemists employ (S)-tert-butyl 5-oxopyrrolidine-2-carboxylate as a reference standard for chiral separation techniques and as a starting material for custom syntheses in specialized laboratories.
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