1-BOC-4-[2-(TOLUENE-4-SULFONYLOXY)-ETHYL]-PIPERIDINE synthesis

6synthesis methods

Product Name:1-BOC-4-[2-(TOLUENE-4-SULFONYLOXY)-ETHYL]-PIPERIDINE
CAS Number:89151-45-1
Molecular formula:C19H29NO5S
Molecular Weight:383.5

89151-44-0 Synthesis

89151-44-0
226 suppliers
$8.00/1g

98-59-9 Synthesis

98-59-9
586 suppliers
$9.00/5g

1-BOC-4-[2-(TOLUENE-4-SULFONYLOXY)-ETHYL]-PIPERIDINE

89151-45-1
42 suppliers
$45.00/50mg

Yield:89151-45-1 100%

Reaction Conditions:

with dmap in dichloromethane at 20; for 18 h;

Steps:

a

To a solution of 4-(2-Hydroxy-ethyl)-piperidine-l-carboxylic acid tert-butyl ester in DCM (0.65 mmol/mL) p-toluensulphonyl chloride (1.5 eq) and dimethylaminopyridine (1 eq) were added. The reaction was left at rt for 18h and then TLC showed complete conversion of the starting material.The mixture was washed with NaOH 2N and then with HCl 2N, the organic phase was dried over Na₂SO₄ and then concentrated under reduced pressure. The oil obtained was purified with SiO₂ column, eluting with DCM, giving the pure product in quantitative yield.IH-NMR (400MHz, CDC13): 1.01-1.15 (m,2H), 1.44 (s, 9H), 1.47-1.57 (m, 2H), 1.62-1.72 (m, 3H), 2.44 (s, 3H), 2.54-2.65 (m, 2H), 3.95- 4.1 (m, 4H), 7.36 (d, 2H, J=7.3), 7.78 (d, 2H, J=7.3).

References:

WO2007/82731,2007,A1 Location in patent:Page/Page column 14-15

622-26-4 Synthesis