| Identification | Back Directory | [Name]
1-Oxa-3,8-diazaspiro(4.5)decan 2-one | [CAS]
5052-95-9 | [Synonyms]
1-Oxa-3,8-diazaspiro(4.5)decan 2-one
1-oxa-3,8-diazaspiro[4.5]decan-2-one(SALTDATA: HCl) | [Molecular Formula]
C7H12N2O2 | [MDL Number]
MFCD00901528 | [MOL File]
5052-95-9.mol | [Molecular Weight]
156.18 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 1-oxo-3,8-diazaspiro[4,5]decan-2-one from 8-benzyl-1-oxo-3,8-diazaspiro[4,5]decan-2-one: 8-benzyl-1-oxo-3,8-diazaspiro[4,5]decan-2-one (170 mg, 0.69 mmol) was dissolved in methanol (20 mL), ammonium formate (261 mg) and 10% Pd/C (89 mg). The reaction mixture was stirred and refluxed for 1.5 h at room temperature. After completion of the reaction, the mixture was filtered through a diatomaceous earth pad and the solvent was removed under vacuum. The residue was dissolved in methanol and the solution was allowed to pass through a SCX column pre-washed with methanol and eluted with a methanol solution of 2N ammonia to afford 1-oxo-3,8-diazaspiro[4,5]decan-2-one (80 mg, 74% yield). Mass spectrum (electrospray ionization) (m/z): 157.0 [M+H]+. | [References]
[1] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 4, p. 340 - 345
[2] Patent: WO2016/42452, 2016, A1. Location in patent: Page/Page column 202
[3] Chimica Therapeutica, 1969, vol. 4, p. 185 - 194
[4] Journal of Medicinal Chemistry, 1981, vol. 24, # 11, p. 1320 - 1328
[5] Journal of Medicinal Chemistry, 2016, vol. 59, # 3, p. 1078 - 1101 |
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