Description
N-Boc-3,4-dihydro-2(1H)-quinolinone (CAS No. 194979-77-6) is a high-purity, synthetic organic compound with the molecular formula C14H17NO3. Also known as tert-butyl 2-oxo-3,4-dihydroquinoline-1-carboxylate, this Boc-protected dihydroquinolinone derivative is a versatile intermediate in pharmaceutical and agrochemical research. The compound features a reactive lactam (2-quinolinone) core and a tert-butoxycarbonyl (Boc) protecting group, making it ideal for selective deprotection and further functionalization under mild conditions. Supplied as a white to off-white crystalline powder, it is characterized by excellent stability under standard storage conditions. Suitable for use in peptide coupling, heterocyclic synthesis, and medicinal chemistry applications, this product is rigorously tested for purity (typically ≥95% by HPLC) and is available in research quantities with comprehensive analytical data (NMR, MS, HPLC).
Properties
- CAS Number: 194979-77-6
- Complexity: 345
- IUPAC Name: tert-butyl 2-oxo-3,4-dihydroquinoline-1-carboxylate
- InChI: InChI=1S/C14H17NO3/c1-14(2,3)18-13(17)15-11-7-5-4-6-10(11)8-9-12(15)16/h4-7H,8-9H2,1-3H3
- InChI Key: FSFHCEVCPJYOCO-UHFFFAOYSA-N
- Exact Mass: 247.12084340
- Molecular Formula: C14H17NO3
- Molecular Weight: 247.29
- SMILES: CC(C)(C)OC(=O)N1C(=O)CCC2=CC=CC=C21
- Topological: 46.6
- Monoisotopic Mass: 247.12084340
- Synonyms: N-BOC-3,4-DIHYDRO-2(1H)-QUINOLINONE, 194979-77-6, Tert-butyl 2-oxo-3,4-dihydroquinoline-1-carboxylate, tert-butyl 2-oxo-1,2,3,4-tetrahydroquinoline-1-carboxylate, SCHEMBL6949587, FSFHCEVCPJYOCO-UHFFFAOYSA-N, MFCD22689123, AKOS025404106, AS-62319, DB-115314, tert-butyl 2-oxo-3,4-dihydroquinoline-1(2H)-carboxylate
Application
N-Boc-3,4-dihydro-2(1H)-quinolinone is widely used as a key building block in the synthesis of bioactive quinoline derivatives, including potential kinase inhibitors and CNS-active compounds. The Boc group facilitates selective N-deprotection under acidic conditions, enabling sequential modifications of the quinolinone scaffold. Researchers employ this compound in the development of novel pharmaceuticals targeting inflammation, cancer, and neurological disorders. Its lactam moiety also serves as a precursor for fused heterocycles in material science applications.
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