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ChemicalBook CAS DataBase List N-Boc-piperidine-2-methanol
157634-00-9

N-Boc-piperidine-2-methanol synthesis

7synthesis methods
24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
834 suppliers
$13.50/25G

3433-37-2 Synthesis
2-(Hydroxymethyl)piperidine

3433-37-2
256 suppliers
$7.00/5g

-

Yield:157634-00-9 100%

Reaction Conditions:

with triethylamine in dichloromethane at 20; for 16 h;

Steps:



INTERMEDIATE 28 (METHOD Z); ferf-Butyl 2-(hydroxymethyl*)piperidine- 1 -carboxylate; To a stirred solution of 2-piperidinemethanol (3.0 g, 25.60 mmol) in DCM (100 mL) was added triethylamine (14.5 mL, 91.08 mmol) and then di-tert-butyl dicarbonate (7.2 g, 31.0 mmol) portionwise. The reaction mixture was stirred at r.t. for 16 h. Water (70 mL) was added and the layers were separated. The organic layer was washed with water (2 x 50 mL), dried (Na2SO4), filtered and concentrated in vacuo to give the title compound (6.0 g, quantitative) as a pale brown oil that was used without further purification. δH (CDCl3) 4.42-4.22 (IH, m), 4.05-3.91 (IH, m), 3.89-3.77 (IH, m), 3.71- 3.53 (IH, m), 2.97-2.81 (IH, m), 2.32-2.08 (IH, m), 1.90 (IH, s), 1.77-1.57 (3H, m), 1.54 (IH, s), 1.52-1.38 (1OH, m).

References:

WO2007/141504,2007,A1 Location in patent:Page/Page column 57

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