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ChemicalBook CAS DataBase List 4-(4-Fluoro-benzenesulfonylaMino)-piperidine-1-carboxylic acid tert-butyl ester

4-(4-Fluoro-benzenesulfonylaMino)-piperidine-1-carboxylic acid tert-butyl ester synthesis

3synthesis methods
349-88-2 Synthesis
4-Fluorobenzenesulfonyl chloride

349-88-2
301 suppliers
$6.00/5g

87120-72-7 Synthesis
4-Amino-1-Boc-piperidine

87120-72-7
20 suppliers
$6.00/1g

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Yield:913634-49-8 89%

Reaction Conditions:

with triethylamine in water;acetonitrile at 20; for 5 h;

Steps:

III.1

To a solution of compound I-c (10 g, 49.93 mmol) in acetone/distilled water (4/1,250 mL) was added compound m-a (R =R =R =R =H, R =F, 9.72 g, 49.93 mmol). A solution of triethylamine (6.96 mL, 49.93 mmol) in distilled water was added and the reaction mixture allowed to stir at room temperature for 5 hours. The solvent was removed in vacuo and the residue dissolved in ethyl acetate. The organic layer was separated and the aqueous phase extracted with ethyl acetate. The combined organic extracts were dried over MgSO 4 , filtered and the solvents removed in vacuo to give a crude product. The crude product was purified by column chromatography to give the title compound as a white solid (16 g, 89%). [136] 1H-NMR(CDCl3): δ 7.75-7.81(m, 2H), 7.08-7.19 (m, 2H), 4.09-4.22 (m, 2H),3.02-3.21 (m, IH), 2.85-2.95 (m, 2H), 1.98-2.04 (m, 2H), 1.47 (s, 9H), 1.41-1.45 (m, 2H).

References:

WO2006/115353,2006,A1 Location in patent:Page/Page column 14