tert-butyl 2,6-dimethyl-4-oxopiperidine -1-carboxylate (mixtureof cis- and trans-) synthesis
- Product Name:tert-butyl 2,6-dimethyl-4-oxopiperidine -1-carboxylate (mixtureof cis- and trans-)
- CAS Number:604010-24-4
- Molecular formula:C12H21NO3
- Molecular Weight:227.3
32941-09-6
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24424-99-5
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604010-24-4
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Yield: 71.2%
Reaction Conditions:
with palladium 10% on activated carbon;hydrogen in isopropyl alcohol at 20; for 48 h;
Steps:
10.2 Step 2: tert-butyl 2, 6-dimethyl-4-oxopiperidine-l-carboxylate
[301] Step 2: tert-butyl 2, 6-dimethyl-4-oxopiperidine-l-carboxylate (0657) (0658) [302] To a stirred solution of l-benzyl-2,6-dimethylpiperidin-4-one (2 g, 9.17 mmol) in isopropyl alcohol (20 mL), 10% Pd/C (400 mg) and Boc anhydride (2.39 g, 11 mmol) were added and stirred at room temperature under hydrogen pressure (balloon) for 48 h. The progress of the reaction was monitored by TLC. After completion, the mixture was filtered through a pad of celite, washed with 10% MeOH/DCM, and filtrate was concentrated to yield a crude residue. The residue was purified by silica gel column chromatography eluting with 0-20% ethyl acetate in n-hexane to afford the title compound as a white solid (1.5 g, yield 71.2%). 1H NMR (400 (0659) MHz, chloroform-d) δ 4.41 - 4.33 (m, 2H), 2.85 (dd, / = 17.9, 6.5 Hz, 2H), 2.37 (dd, / = 17.8, 1.9 Hz, 2H), 1.49 (s, 9H), 1.25 (d, = 7.2 Hz, 6H).
References:
SYROS PHARMACEUTICALS, INC.;ROBERTS, Christopher;ZHANG, Yi;BEAUMIER, Francis;LEPISSIER, Luce;MARINEAU, Jason, J.;RAHL, Peter, B.;SPROTT, Kevin;CIBLAT, Stephen;SOW, Boubacar;LAROUCHE-GAUTHER, Robin;BERSTLER, Lauren WO2016/196910, 2016, A1 Location in patent:Paragraph 301; 302
45717-87-1
15 suppliers
inquiry
24424-99-5
825 suppliers
$13.50/25G
604010-24-4
62 suppliers
$45.00/10mg
32941-09-6
17 suppliers
inquiry
604010-24-4
62 suppliers
$45.00/10mg