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301225-58-1

301225-58-1 Structure

301225-58-1 Structure
IdentificationBack Directory
[Name]

1-Boc-4-Propylaminopiperidine
[CAS]

301225-58-1
[Synonyms]

4-Propylamino-1-Boc
1-BOC-4-PROPYLAMINOPIPERIDINE
N-Boc-4-propylaminopiperidine
4-PROPYLAMINO-1-BOC-PIPERIDINE
tert-butyl 4-(propylamino)piperidine-1-carboxylate
4-(Prop-1-ylamino)piperidine, N1-BOC protected 97%
4-PROPYLAMINO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
1-Piperidinecarboxylic acid, 4-(propylamino)-, 1,1-dimethylethyl ester
[Molecular Formula]

C13H26N2O2
[MDL Number]

MFCD07367771
[MOL File]

301225-58-1.mol
[Molecular Weight]

242.36
Chemical PropertiesBack Directory
[Boiling point ]

322.6±35.0 °C(Predicted)
[density ]

0.99±0.1 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

10.25±0.20(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
[HS Code ]

2933399990
Hazard InformationBack Directory
[Synthesis]

Propylamine

107-10-8

N-(tert-Butoxycarbonyl)-4-piperidone

79099-07-3

1-Boc-4-Propylaminopiperidine

301225-58-1

Step A: N-tert-butoxycarbonyl-4-piperidone (5 g, 25 mmol), n-propylamine (3.69 mL, 45 mmol), acetic acid (1.43 mL, 25 mmol), and sodium triacetoxyborohydride (7.95 g, 37.5 mmol) were dissolved in dichloromethane (100 mL) and the reaction was stirred for 16 h at room temperature. After completion of the reaction, the reaction mixture was washed with deionized water (50 mL) and then with saturated sodium bicarbonate solution. The aqueous phase was back-extracted with dichloromethane (20 mL), and all organic phases were combined, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure to give 1-N-Boc-4-propylaminopiperidine 6 g in 95% yield.

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 18, p. 2475 - 2479
[2] Patent: US6498161, 2002, B1
[3] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 1, p. 336 - 343
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