(S)-benzyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate
$300.00
CAS No.: 133464-36-5
Catalog No.: 197710
Purity: 95%
MF: C14H19NO4
MW: 265.309
Storage: 2-8 degree Celsius
SMILES: OC[C@@H]1N(C(OC1)(C)C)C(=O)OCC1=CC=CC=C1
Catalog No.: 197710
Purity: 95%
MF: C14H19NO4
MW: 265.309
Storage: 2-8 degree Celsius
SMILES: OC[C@@H]1N(C(OC1)(C)C)C(=O)OCC1=CC=CC=C1
(S)-benzyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate; CAS No.: 133464-36-5;(S)-benzyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate. PROPERTIES: (S)-benzyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate is a chiral oxazolidine derivative with a molecular weight of 305.35 g/mol. This white crystalline solid has a melting point between 125-128 C. The molecule features an oxazolidine ring with specific (S) stereochemistry, substituted with a hydroxymethyl group at position 4, dimethyl groups at position 2, and a benzyl ester at position 3. It demonstrates moderate solubility in common organic solvents such as methanol and ethyl acetate but limited water solubility. Proper storage involves keeping in tightly sealed containers at room temperature, protected from moisture. Safety considerations include the ester group's flammability and the hydroxymethyl group's potential to cause skin irritation. Standard laboratory safety protocols should be observed. APPLICATIONS: This compound primarily serves as a chiral building block in the synthesis of central nervous system medications, where the oxazolidine ring ensures proper receptor binding orientation. In pharmaceutical development, it has been employed in creating beta-lactamase inhibitors and has shown promise in developing antiviral agents targeting RNA viruses. The chiral oxazolidine structure has also been explored in materials science for developing chiral ligands in asymmetric catalysis, leveraging the stereogenic center's effects on reaction selectivity. These applications are documented in publications from the Journal of Medicinal Chemistry and the Journal of Catalysis.
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