tert-butyl 4-(prop-2-ynyl)piperidine-1-carboxylate synthesis
- Product Name:tert-butyl 4-(prop-2-ynyl)piperidine-1-carboxylate
- CAS Number:301185-41-1
- Molecular formula:C13H21NO2
- Molecular Weight:223.31
90965-06-3
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142374-19-4
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301185-41-1
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Yield: 99%
Reaction Conditions:
with potassium carbonate in methanol at 0 - 25; for 16 h;Inert atmosphere;
Steps:
Tert-butyl 4-prop-2-ynylpiperidine-1-carboxylate (Intermediate AKO)
To a solution of tert-butyl 4-(2-oxoethyl)piperidine-1-carboxylate (500 mg, 2.20 mmol, CAS 142374-19-4), K2CO3(912 mg, 6.60 mmol) in MeOH (15 mL) was added 1-diazo- 1-dimethoxyphosphoryl-propan-2-one (507 mg, 2.64 mmol, CAS 90965-06-3) at 0 °C. The mixture was stirred at 25 °C for 16 hours. On completion, the mixture was concentrated in vauco. The mixture was diluted with H2O (30 mL), then extracted with EA (3 X 20 mL). The organic layers were washed with brine (2 X 15 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give the title compound (490 mg, 99% yield) as yellow oil.1H NMR (400MHz, CDCl3) d 4.25 - 4.03 (m, 2H), 2.78 - 2.65 (m, 2H), 2.22 - 2.13 (m, 2H), 2.00 (t, J = 2.8 Hz, 1H), 1.85 - 1.72 (m, 2H), 1.72 - 1.60 (m, 1H), 1.48 (s, 9H), 1.30 - 1.15 (m, 2H).
References:
KYMERA THERAPEUTICS, INC.;MAINOLFI, Nello;JI, Nan;KLUGE, Arthur F.;WEISS, Matthew M.;ZHANG, Yi;ZHENG, Xiaozhang WO2020/113233, 2020, A1 Location in patent:Paragraph 00962; 004626-004627
301185-40-0
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301185-41-1
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142374-19-4
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18107-18-1
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![1-Piperidinecarboxylic acid, 4-[3-(trimethylsilyl)-2-propyn-1-yl]-, 1,1-dimethylethyl ester](/CAS/20210305/GIF/339525-16-5.gif)
339525-16-5
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301185-41-1
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142374-19-4
122 suppliers
$12.00/100mg
301185-41-1
45 suppliers
inquiry