ChemicalBook CAS DataBase List 1-tert-Butyl 3-methyl 4-oxopiperidine-1,3-dicarboxylate

1-tert-Butyl 3-methyl 4-oxopiperidine-1,3-dicarboxylate synthesis

8synthesis methods

Product Name:1-tert-Butyl 3-methyl 4-oxopiperidine-1,3-dicarboxylate
CAS Number:161491-24-3
Molecular formula:C12H19NO5
Molecular Weight:257.28

24424-99-5 Synthesis

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

METHYL 4-OXO-3-PIPERIDINECARBOXYLATE HYDROCHLORIDE

71486-53-8
144 suppliers
$6.00/1g

1-tert-Butyl 3-methyl 4-oxopiperidine-1,3-dicarboxylate

161491-24-3
171 suppliers
$8.00/1g

Yield:161491-24-3 100%

Reaction Conditions:

with sodium carbonate in tetrahydrofuran;water at 0; for 1 h;

Steps:

15i.1

Methyl 4-oxopiperidine-3-carboxylate hydrochloride (10.0 g, 51.6 mmol, 1 eq.) was dissolved in water (60 mL) at room temperature then cooled to 0° C. Added sodium carbonate (6.02 g, 56.8 mmol, 1.05 eq.) followed by the dropwise addition of BOC anhydride (11.84 g, 51.6 mmol, 1 eq.) in THF (50 mL) via an addition funnel. Stirred at 0° C. for 1 hour. Worked up by extracting 3 times with diethyl ether (50 mL). The diethyl ether extracts were combined and rinsed once (50 mL) with brine. The diethyl ether layer was dried over sodium sulfate and stripped to give 1-tert-butyl 3-methyl 4-oxopiperidine-1,3-dicarboxylate (13.29 g) as an amber oil. Yield=100%. ¹H NMR (400 MHz) (CDCl3) δ 4.02 (s, 2H); 3.77 (s, 3H); 3.59 (s, 2H); 2.37 (s, 2H); 1.47 (s, 9H).

References:

US2005/54627,2005,A1 Location in patent:Page/Page column 114

79099-07-3 Synthesis