tert-butyl 3-formyl-5-methoxy-1H-indole-1-carboxylate
$300.00
CAS No.: 324756-80-1
Catalog No.: 196215
Purity: 95%
MF: C15H17NO4
MW: 275.304
Storage: 2-8 degree Celsius
SMILES: C(=O)C1=CN(C2=CC=C(C=C12)OC)C(=O)OC(C)(C)C
Catalog No.: 196215
Purity: 95%
MF: C15H17NO4
MW: 275.304
Storage: 2-8 degree Celsius
SMILES: C(=O)C1=CN(C2=CC=C(C=C12)OC)C(=O)OC(C)(C)C
tert-butyl 3-formyl-5-methoxy-1H-indole-1-carboxylate; CAS No.: 324756-80-1; tert-butyl 3-formyl-5-methoxy-1H-indole-1-carboxylate. PROPERTIES: This compound presents a tert-butyl 3-formyl-5-methoxy-1H-indole-1-carboxylate structure, combining a tert-butyl ester, a formyl group, a methoxy substituent, and an indole ring system. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 297.3 g/mol (C16H17NO4). The melting point ranges between 120-125 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 3-formyl-5-methoxy-1H-indole-1-carboxylate serves as a specialized intermediate in pharmaceutical research. Its tert-butyl 3-formyl-5-methoxy-1H-indole-1-carboxylate structure enables diverse reactivity patterns, including nucleophilic addition at the formyl carbonyl and ester hydrolysis. In medicinal chemistry, it is used to develop bioactive molecules targeting kinases, G protein-coupled receptors, and proteases. 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 fluorescent probes and bioconjugation reagents. Academic studies utilize it as a model system in Medicinal Chemistry journals, focusing on optimizing the tert-butyl 3-formyl-5-methoxy-1H-indole-1-carboxylate scaffold for improved biological activity and target engagement.
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