(2R,4S)-tert-butyl 4-amino-2-methylpiperidine-1-carboxylate hydrochloride
$330.00
CAS No.: 2305078-78-6
Catalog No.: 192835
Purity: 95%
MF: C11H23ClN2O2
MW: 250.77
Storage: 2-8 degree Celsius
SMILES: Cl.N[C@@H]1C[C@H](N(CC1)C(=O)OC(C)(C)C)C
Catalog No.: 192835
Purity: 95%
MF: C11H23ClN2O2
MW: 250.77
Storage: 2-8 degree Celsius
SMILES: Cl.N[C@@H]1C[C@H](N(CC1)C(=O)OC(C)(C)C)C
(2R,4S)-tert-butyl 4-amino-2-methylpiperidine-1-carboxylate hydrochloride; CAS No.: 2305078-78-6; (2R,4S)-tert-butyl 4-amino-2-methylpiperidine-1-carboxylate hydrochloride. PROPERTIES: This amino- and methyl-substituted piperidine carbamate salt has molecular formula C12H23N2O2 {HCl. It appears as a white crystalline powder. The (2R,4S)-tert-butyl 4-amino-2-methylpiperidine-1-carboxylate hydrochloride exhibits high water solubility (exceeding 100 mg/mL) and moderate solubility in common polar solvents. Its melting point ranges between 190-195 C (with decomposition), and it has a molecular weight of approximately 262.80 g/mol (free base). 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 hydrochloride salt form makes it hygroscopic, requiring proper sealing during storage. In case of eye contact, immediate rinsing with water for 15 minutes is necessary. APPLICATIONS: The (2R,4S)-tert-butyl 4-amino-2-methylpiperidine-1-carboxylate hydrochloride serves as a valuable intermediate in the synthesis of dual orexin receptor antagonists for insomnia treatment where the piperidine ring provides essential hydrogen bonding interactions with receptor subtypes (as detailed in medicinal chemistry literature). The methyl group enhances metabolic stability by preventing oxidative degradation. 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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