| Identification | Back Directory | [Name]
(S)-5-AMINO-PIPERIDIN-2-ONE HCL | [CAS]
672883-95-3 | [Synonyms]
4-(S)-AMINO-D-VALEROLACTAM HCL
(S)-5-AMINO-PIPERIDIN-2-ONE HCL
(S)-5-AMINOPIPERIDIN-2-ONE HYDROCHLORIDE
(5S)-5-aminopiperidin-2-one hydrochloride
(S)-4-Amino-delta-valerolactam hydrochloride
(5S)-5-Aminopiperidin-2-one . x hydrochloride
(S)-5-AMINO-PIPERIDIN-2-ONEHCL (MFCD03094719)
2-Piperidinone, 5-amino-, monohydrochloride, (5S)- | [Molecular Formula]
C5H11ClN2O | [MDL Number]
MFCD03094719 | [MOL File]
672883-95-3.mol | [Molecular Weight]
150.61 |
| Questions And Answer | Back Directory | [Application]
(S)-5-amino-piperidin-2-one hydrochloride is an organic intermediate that can be prepared from L-glutamic acid-5-methyl ester through a six-step reaction. |
| Hazard Information | Back Directory | [Synthesis]
Starting with L-glutamic acid-5-methyl ester, it was first reacted with di-tert-butyl dicarbonate in a triethylamine/DMF system at 50°C for 1 hour, then incubated overnight at room temperature. Column chromatography yielded a Boc-protected intermediate. This intermediate was dissolved in THF, reduced at -10°C with N-methylmorpholine, ethyl chloroformate, and sodium borohydride, quenched with saturated ammonium chloride, and purified by extraction to obtain a hydroxyl intermediate. This hydroxyl intermediate was then reacted with p-toluenesulfonyl chloride and triethylamine in dichloromethane at room temperature, and column chromatography yielded a sulfonyloxy intermediate. Subsequently, it was heated with sodium azide in DMF at 50°C for 3 hours to purify an azide intermediate. The azide intermediate was dissolved in methanol and hydrogenated overnight under atmospheric pressure using a 10% palladium/carbon catalyst. The solvent was removed by filtration to obtain a cyclization product. Finally, the cyclization product was dissolved in ethanol, and acetyl chloride was added at 0°C. The mixture was stirred at room temperature for 1 hour, and the solvent was removed under reduced pressure to obtain (S)-5-amino-piperidin-2-one hcl. |
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