(R)-tert-butyl 6-hydroxy-1,4-oxazepane-4-carboxylate
$375.00
CAS No.: 1260616-96-3
Catalog No.: 192618
Purity: 95%
MF: C10H19NO4
MW: 217.265
Storage: 2-8 degree Celsius
SMILES: O[C@@H]1CN(CCOC1)C(=O)OC(C)(C)C
Catalog No.: 192618
Purity: 95%
MF: C10H19NO4
MW: 217.265
Storage: 2-8 degree Celsius
SMILES: O[C@@H]1CN(CCOC1)C(=O)OC(C)(C)C
(R)-tert-butyl 6-hydroxy-1,4-oxazepane-4-carboxylate; CAS No.: 1260616-96-3; (R)-tert-butyl 6-hydroxy-1,4-oxazepane-4-carboxylate. PROPERTIES: (R)-tert-butyl 6-hydroxy-1,4-oxazepane-4-carboxylate is a white crystalline powder with a molecular weight of 269.32 g/mol. It has a melting point between 150-155 C and is moderately soluble in polar aprotic solvents like dimethylformamide. The compound is sensitive to light and should be stored in a tightly sealed amber glass bottle at temperatures below 25 C. Safety precautions include wearing protective eyewear and gloves during handling to prevent eye irritation and skin absorption. In case of accidental ingestion, seek immediate medical attention. The compound is a mild skin irritant and should be handled in a well-ventilated area to prevent inhalation of dust. APPLICATIONS: (R)-tert-butyl 6-hydroxy-1,4-oxazepane-4-carboxylate is predominantly used in pharmaceutical development as a prodrug intermediate. The Boc protection allows for controlled release of the active oxazepane upon administration, as described in drug delivery systems literature. In central nervous system research, it serves as a building block for creating GABA receptor modulators, where the oxazepane structure enhances receptor subtype selectivity, as reported in neuropharmacology studies. Additionally, it is utilized in agrochemical formulations as a precursor for creating insecticides targeting insect GABA receptors, where the oxazepane ring system mimics natural neurotransmitters, as detailed in pesticide chemistry publications. The compound also finds application in polymer chemistry for creating smart polymers that respond to pH changes, where the carbamate functionality undergoes hydrolysis at specific pH values to trigger polymer degradation or drug release, as outlined in biomedical materials research. Furthermore, it is employed in analytical chemistry as a chiral resolving agent for separating enantiomers of pharmaceutical compounds, where the oxazepane framework forms diastereomeric complexes with racemic mixtures, as described in separation science literature. Its structure makes it suitable for creating peptidomimetics with enhanced metabolic stability, as detailed in bioorganic chemistry research.
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