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ChemicalBook CAS DataBase List 4-(TOLUENE-4-SULFONYLOXY)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
118811-07-7

4-(TOLUENE-4-SULFONYLOXY)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER synthesis

7synthesis methods
109384-19-2 Synthesis
N-BOC-4-Hydroxypiperidine

109384-19-2
475 suppliers
$5.00/1g

-

Yield: 100%

Reaction Conditions:

with triethylamine in dichloromethane at 20; for 20 h;

Steps:

61.5 Synthesis of compound (34) 1-(tert-butoxycarbonyl)-4-(p-toluensulfonyloxy)- piperidine
To a solution of compound (33) (5 g, 1 eq., 24.8 mmol) in dichloromethane (50 mL) wasadded triethylamine (13.9 mL, 4 eq., 99.4 mmol) and p-toluenesulfonyl chloride (9.47 g, 2eq., 49.7 mmol). The solution was stirred for 20h at room temperature followed by the concentration of this solution in vacuo. The residue was then dissolved in dichloromethane (20 mL) and water (20 mL), extracted with DCM (20 mL), washed with 1 N HCl (40 mL), extracted twice with DCM (2 x 40 mL), dried over Mg504 andevaporated. The resulting mixture was then purified by silica gel column chromatography (Petroleum ether/EtOAc 8:2) and compound (34) was obtained as a white crystalline solid (8.7g, quantitative yield)

References:

CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE;UNIVERSITE D'ORLEANS;AGROFOGLIO, Luigi;ROY, Vincent;PLEBANEK, Elzbieta;BESSIERES, Maxime WO2018/50771, 2018, A1 Location in patent:Page/Page column 72

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