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1-(tert-Butyl) 3,5-dimethyl 1,3,5-piperidinetricarboxylate synthesis

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

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

54732-79-5 Synthesis
DiMethyl piperidine-3,5-dicarboxylate

54732-79-5
28 suppliers
$45.00/100mg

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Yield:595555-70-7 7.200 g

Reaction Conditions:

with sodium hydrogencarbonate in tetrahydrofuran;water at 18; for 2 h;

Steps:

xxxvi

To a solution of Compound 2 (6.00 g, 29.82 mmol) in THF (20 mL) and water (5.00 mL) was added NaHC03 (10.020 g, 119.27 mmol) and Boc20 (10.28 mL, 44.73 mmol). The mixture was stirred at 18 °C for 2 h. The mixture was diluted with water (15 mL), and extracted with EtOAc (15 mL x 3). The organic layer was dried, concentrated and purified by column chromatography (5%-30% EtOAc in petroleum ether, Rf = 0.5) to afford compound 3 (7.200 g, 75%) as a white solid. LCMS (5-95, AB, l.5min): RT (220/254nm) = 0.873 min, m/z = 201.9 [M+l-l00]+.

References:

WO2020/86858,2020,A1 Location in patent:Page/Page column 518-519

24424-99-5 Synthesis
Di-tert-butyl dicarbonate

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

191544-71-5 Synthesis
1-(tert-butoxycarbonyl)-3-methylpiperidine-3,5-dicarboxylic acid

191544-71-5
5 suppliers
inquiry

191544-71-5 Synthesis
1-(tert-butoxycarbonyl)-3-methylpiperidine-3,5-dicarboxylic acid

191544-71-5
5 suppliers
inquiry