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Atomfair (6S,9R)-6-(2,3-Difluorophenyl)-6,7,8,9-tetrahydro-9-[[tris(1-methylethyl)silyl]oxy]-5H-cyclohepta[b]pyridin-5-one C25H33F2NO2Si CAS 1190363-46-2

(6S,9R)-6-(2,3-Difluorophenyl)-6,7,8,9-tetrahydro-9-[[tris(1-methylethyl)silyl]oxy]-5H-cyclohepta[b]pyridin-5-one (CAS: 1190363-46-2) is a high-purity synthetic compound with the molecular formula C25H33F2NO2Si . This chiral bicyclic ketone features a triisopropylsilyl (TIPS) ether-protected hydroxyl group and a 2,3-difluorophenyl substituent, making it a valuable intermediate for pharmaceutical research and asymmetric synthesis. The compound’s stereochemistry ( 6S,9R ) is rigorously controlled, ensuring consistency for structure-activity relationship (SAR) studies. Supplied as a crystalline solid with ≥95% purity (HPLC), it is ideal for medicinal chemistry applications, particularly in the development of CNS-targeting therapeutics. Packaged under inert gas with batch-specific QC data, including1H/13C NMR and HRMS spectra.

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Description

(6S,9R)-6-(2,3-Difluorophenyl)-6,7,8,9-tetrahydro-9-[[tris(1-methylethyl)silyl]oxy]-5H-cyclohepta[b]pyridin-5-one (CAS: 1190363-46-2) is a high-purity synthetic compound with the molecular formula C25H33F2NO2Si. This chiral bicyclic ketone features a triisopropylsilyl (TIPS) ether-protected hydroxyl group and a 2,3-difluorophenyl substituent, making it a valuable intermediate for pharmaceutical research and asymmetric synthesis. The compound’s stereochemistry (6S,9R) is rigorously controlled, ensuring consistency for structure-activity relationship (SAR) studies. Supplied as a crystalline solid with ≥95% purity (HPLC), it is ideal for medicinal chemistry applications, particularly in the development of CNS-targeting therapeutics. Packaged under inert gas with batch-specific QC data, including 1H/13C NMR and HRMS spectra.

Properties

  • CAS Number: 1190363-46-2
  • Complexity: 593
  • IUPAC Name: (6S,9R)-6-(2,3-difluorophenyl)-9-triisopropylsilyloxy-6,7,8,9-tetrahydrocyclohepta[b]pyridin-5-one
  • InChI: InChI=1S/C25H33F2NO2Si/c1-15(2)31(16(3)4,17(5)6)30-22-13-12-19(18-9-7-11-21(26)23(18)27)25(29)20-10-8-14-28-24(20)22/h7-11,14-17,19,22H,12-13H2,1-6H3/t19-,22+/m0/s1
  • InChI Key: AIVVBBARCYSYDU-SIKLNZKXSA-N
  • Exact Mass: 445.22486215
  • Molecular Formula: C25H33F2NO2Si
  • Molecular Weight: 445.6
  • SMILES: CC(C)[Si](C(C)C)(C(C)C)O[C@@H]1CC[C@H](C(=O)C2=C1N=CC=C2)C3=C(C(=CC=C3)F)F
  • Topological: 39.2
  • Monoisotopic Mass: 445.22486215
  • Synonyms: 1190363-46-2, 5H-Cyclohepta[b]pyridin-5-one, 6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-9-[[tris(1-methylethyl)silyl]oxy]-, (6S,9R)-, (6S,9R)-6-(2,3-Difluorophenyl)-6,7,8,9-tetrahydro-9-[[tris(1-methylethyl)silyl]oxy]-5H-cyclohepta[b]pyridin-5-one, (6S,9R)-6-(2,3-Difluorophenyl)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-one, KJ8H86WCT7, SCHEMBL829272, AIVVBBARCYSYDU-SIKLNZKXSA-N, MFCD28387029, (6S,9R)-6-(2,3-Difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-one, CS-0010819, F94119, 6-(2,3-Difluorophenyl)-6,7,8,9-tetrahydro-9-[[tris(1-methylethyl)silyl]oxy]-5H-cyclohepta[b]pyridin-5-one, (6S,9R)-

Application

This compound serves as a key synthetic intermediate for novel kinase inhibitors and GPCR modulators, particularly in neurological drug discovery. The TIPS-protected hydroxyl group enables selective deprotection for further functionalization during multi-step syntheses. Researchers utilize its rigid bicyclic scaffold to explore allosteric binding pockets in protein targets. The electron-withdrawing difluorophenyl moiety enhances metabolic stability in lead optimization campaigns.

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Disclaimer

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