tert-butyl 5-hydroxy-1H-indole-1-carboxylate
$350.00
CAS No.: 434958-85-7
Catalog No.: 196220
Purity: 95%
MF: C13H15NO3
MW: 233.267
Storage: 2-8 degree Celsius
SMILES: OC=1C=C2C=CN(C2=CC1)C(=O)OC(C)(C)C
Catalog No.: 196220
Purity: 95%
MF: C13H15NO3
MW: 233.267
Storage: 2-8 degree Celsius
SMILES: OC=1C=C2C=CN(C2=CC1)C(=O)OC(C)(C)C
tert-butyl 5-hydroxy-1H-indole-1-carboxylate; CAS No.: 434958-85-7; tert-butyl 5-hydroxy-1H-indole-1-carboxylate. PROPERTIES: This compound features a tert-butyl 5-hydroxy-1H-indole-1-carboxylate structure, combining a tert-butyl ester, a hydroxyl group, and an indole ring system. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 249.3 g/mol (C14H17NO3). The melting point ranges between 130-135 C, and it exhibits moderate solubility in common organic solvents like ethyl acetate, dichloromethane, and tetrahydrofuran while being sparingly soluble in water. Proper storage requires a tightly sealed container in a cool, dry place. Safety considerations include wearing appropriate PPE. It is classified as a skin and eye irritant (GHS07) with the hazard statement H315-H319. APPLICATIONS: tert-Butyl 5-hydroxy-1H-indole-1-carboxylate serves as a valuable intermediate in pharmaceutical and chemical synthesis. Its tert-butyl 5-hydroxy-1H-indole-1-carboxylate structure enables diverse reactivity patterns, including ester hydrolysis, nucleophilic substitution at the hydroxyl group, and oxidation to ketone. In medicinal chemistry, it is used to develop bioactive molecules targeting the central nervous system and inflammatory pathways. The tert-butyl ester provides temporary protection for the carboxylic acid, allowing sequential synthesis steps. This compound also functions as a building block in the synthesis of bioactive peptides and depsipeptides. Academic studies employ it as a model compound in Medicinal Chemistry journals, focusing on optimizing the tert-butyl 5-hydroxy-1H-indole-1-carboxylate scaffold for improved biological activity and pharmacokinetic properties.
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