tert-Butyl 4-cyclobutylpiperazine-1-carboxylate synthesis
- Product Name:tert-Butyl 4-cyclobutylpiperazine-1-carboxylate
- CAS Number:485798-62-7
- Molecular formula:C13H24N2O2
- Molecular Weight:240.34
27374-25-0
217 suppliers
$13.00/250mg
57260-71-6
750 suppliers
$5.00/5g
485798-62-7
18 suppliers
$215.00/250mg
Yield:485798-62-7 100%
Reaction Conditions:
with sodium cyanoborohydride;acetic acid in tetrahydrofuran;methanol at 63; for 16 h;
Steps:
To a solution of 1-tert-butyloxycarbonylpiperazine (1.16 g, 6.23 mmol) in THF (10 ml) and methanol (5 ml) were added 1-ethoxy-1-trimethylsilyloxycyclopropane (2.40 ml, 12.0 mmol), acetic acid (0.75 ml), and sodium cyanoborohydride (7.8 ml of a 1M solution in THF, 7.8 mmol), and the mixture was stirred at 63° C. for 16 hours. The mixture was concentrated under reduced pressure, and the residue was mixed with water (20 ml) and potassium carbonate (6.6 g). The product was extracted with ethyl acetate (3×30 ml), the combined extracts were dried over magnesium sulphate, and concentrated under reduced pressure. 1.79 g (100%) of the title compound was obtained as an oil, which completely crystallized after a few hours. 1H NMR (DMSO-d6) δ 0.29 (m, 2H), 0.42 (m, 2H), 1.38 (s, 9H), 1.60 (m, 1H), 2.43 (m, 4H), 3.23 (m, 4H); HPLC-MS: m/z 227 (MH+).
References:
US2004/19039,2004,A1 Location in patent:Page/Page column 20
1191-95-3
337 suppliers
$10.00/1g
57260-71-6
750 suppliers
$5.00/5g
485798-62-7
18 suppliers
$215.00/250mg
2919-23-5
192 suppliers
$9.00/1g
57260-71-6
750 suppliers
$5.00/5g
485798-62-7
18 suppliers
$215.00/250mg