tert-butyl (R)-(oxiran-2-ylmethyl)carbamate
$250.00
CAS No.: 149057-20-5
Catalog No.: 192764
Purity: 95%
MF: C8H15NO3
MW: 173.212
Storage: 2-8 degree Celsius
SMILES: O1[C@@H](C1)CNC(OC(C)(C)C)=O
Catalog No.: 192764
Purity: 95%
MF: C8H15NO3
MW: 173.212
Storage: 2-8 degree Celsius
SMILES: O1[C@@H](C1)CNC(OC(C)(C)C)=O
tert-butyl (R)-(oxiran-2-ylmethyl)carbamate; CAS No.: 149057-20-5; tert-butyl (R)-(oxiran-2-ylmethyl)carbamate. PROPERTIES: This Boc-protected oxirane carbamate has molecular formula C9H17NO3. It generally appears as a white crystalline powder. The tert-butyl (R)-(oxiran-2-ylmethyl)carbamate demonstrates limited water solubility but good solubility in common organic solvents like methanol and ethyl acetate. Its melting point ranges between 85-90 C, and it has a molecular weight of approximately 191.24 g/mol. When handling, care should be taken to avoid skin contact and use of proper respiratory protection. Storage should be in a tightly sealed container at room temperature, protected from light and moisture. The compound is sensitive to strong acids and may undergo carbamate hydrolysis upon exposure to aqueous conditions. In case of spillage, absorb with inert material and dispose of in accordance with local regulations. APPLICATIONS: The tert-butyl (R)-(oxiran-2-ylmethyl)carbamate serves as a valuable intermediate in the synthesis of -secretase inhibitors for Alzheimer's disease treatment where the oxirane group provides essential binding interactions with enzyme residues (as detailed in medicinal chemistry literature). The carbamate protecting group allows for controlled deprotection under mild acidic conditions. Additionally, the compound functions as a building block in the preparation of chiral ligands for asymmetric catalysis, achieving enantiomeric excesses above 95% in certain hydrogenation reactions as described in synthetic chemistry journals. The carbamate group can be further functionalized through hydrolysis or alkylation reactions to produce various derivatives for chemical research applications.
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