1-N-CBZ-3-HYDROXY-PIPERIDINE Chemical Properties

Boiling point:

196 °C

Density 

1.220±0.06 g/cm3(Predicted)

storage temp. 

Store at room temperature

pka

14.72±0.20(Predicted)

Appearance

Light yellow to yellow Liquid

1-N-CBZ-3-HYDROXY-PIPERIDINE Usage And Synthesis

Uses

Benzyl 3-hydroxytetrahydropyridinecarboxylate is a carboxylic acid ester organic compound that can be used as a pharmaceutical intermediate.

Synthesis

General procedure for the synthesis of N-Benzyloxycarbonyl-3-hydroxypiperidine from 3-hydroxypiperidine hydrochloride and benzyl chloroformate: Na2CO3 (23.10 g, 218 mmol) was added to a solution of THF/H2O (50 mL/50 mL) containing 3-hydroxypiperidine hydrochloride (10.00 g, 73 mmol). Benzyl chloroformate (14.90 g, 87 mmol) was added dropwise at room temperature and the reaction mixture was stirred for 5 hours. After the reaction was completed, the mixture was extracted with EtOAc (100 mL x 3). The organic layers were combined, washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated. The resulting residue was purified by silica gel column chromatography with EtOAc/petroleum ether (1/100~1/4, v/v) as eluent to afford N-benzyloxycarbonyl-3-hydroxypiperidine (16.50 g, 96%) as a colorless oil. detected by TLC: Rf = 0.65 (silica gel plate, EtOAc/petroleum ether = 1/1, v/v).

References

[1] Patent: WO2014/32, 2014, A1. Location in patent: Page/Page column 44; 45
[2] Patent: WO2014/68527, 2014, A1. Location in patent: Page/Page column 75; 15

1-N-CBZ-3-HYDROXY-PIPERIDINE(95798-22-4)Related Product Information

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