(S)-5-AMINO-PIPERIDIN-2-ONE HCL
(S)-5-AMINO-PIPERIDIN-2-ONE HCL Basic information
- Product Name:
- (S)-5-AMINO-PIPERIDIN-2-ONE HCL
- Synonyms:
-
- 4-(S)-AMINO-D-VALEROLACTAM HCL
- (S)-5-AMINO-PIPERIDIN-2-ONE HCL
- (S)-5-AMINOPIPERIDIN-2-ONE HYDROCHLORIDE
- 2-Piperidinone, 5-amino-, monohydrochloride, (5S)-
- (S)-5-AMINO-PIPERIDIN-2-ONEHCL (MFCD03094719)
- (S)-4-Amino-delta-valerolactam hydrochloride
- (5S)-5-Aminopiperidin-2-one . x hydrochloride
- (5S)-5-aminopiperidin-2-one hydrochloride
- CAS:
- 672883-95-3
- MF:
- C5H11ClN2O
- MW:
- 150.61
- Product Categories:
-
- pharmacetical
- Mol File:
- 672883-95-3.mol
(S)-5-AMINO-PIPERIDIN-2-ONE HCL Chemical Properties
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- solid
- color
- White
(S)-5-AMINO-PIPERIDIN-2-ONE HCL Usage And Synthesis
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.
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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