| Identification | Back Directory | [Name]
tert-Butyl (4-methylpiperidin-4-yl)carbamate | [CAS]
163271-08-7 | [Synonyms]
4-(Boc-amino)-4-methylpip...
4-Methylpiperidin-4-yl)carbami
4-(Boc-aMino)-4-Methylpiperidine
tert-Butyl (4-methylpiperidin-4-yl)
4-Amino-4-methylpiperidine, 4-BOC protected
tert-Butyl (4-methylpiperidin-4-yl)carbamate
tert-Butyl N-(4-Methyl-4-piperidyl)carbaMate
tert-Butyl (4-methyl-4-piperidinyl)carbamate
tert-butyl N-(4-methylpiperidin-4-yl)carbamate
N-(4-Methylpiperidin-1-yl)(tert-butoxy)forMaMide
(4-Methylpiperidin-4-yl)carbamic acid tert-butyl ester
(4-Methylpiperidin-4-yl)carbamic acid 1,1-dimethylethyl ester
CarbaMic acid, N-(4-Methyl-4-piperidinyl)-, 1,1-diMethylethyl ester
tert-Butyl (4-methylpiperidin-4-yl)carbamate, 4-[(tert-Butoxycarbonyl)amino]-4-methylpiperidine | [Molecular Formula]
C11H22N2O2 | [MDL Number]
MFCD08703167 | [MOL File]
163271-08-7.mol | [Molecular Weight]
214.3 |
| Chemical Properties | Back Directory | [Boiling point ]
308 °C | [density ]
1.01 | [Fp ]
140 °C | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [form ]
powder | [pka]
12.75±0.20(Predicted) | [color ]
Gray | [InChI]
InChI=1S/C11H22N2O2/c1-10(2,3)15-9(14)13-11(4)5-7-12-8-6-11/h12H,5-8H2,1-4H3,(H,13,14) | [InChIKey]
MVUNGZMGWJXPIM-UHFFFAOYSA-N | [SMILES]
C(OC(C)(C)C)(=O)NC1(C)CCNCC1 |
| Hazard Information | Back Directory | [Uses]
tert-Butyl (4-methylpiperidin-4-yl)carbamate is versatile intermediates in organic synthesis, particularly in the pharmaceutical industry. They are used in the synthesis of various compounds, including natural products and potential therapeutic agents. | [Synthesis]
General procedure for the synthesis of tert-butyl (4-methylpiperidin-4-yl)carbamate from (1-benzoyl-4-methylpiperidin-4-yl)carbamate:
1. tert-Butyl (1-benzoyl-4-methylpiperidin-4-yl)carbamate (318 mg, 1.0 mmol) was dissolved in ethanol (3 mL).
2. 6 N aqueous sodium hydroxide (1.0 mL, 6.0 mmol) was added to the above solution.
3. The reaction mixture was heated at reflux for 8 hours. 4.
4. Upon completion of the reaction, the mixture was concentrated under reduced pressure.
5. Ethyl acetate (30 mL) was added to the concentrated mixture.
6. The organic layer was separated and washed twice with distilled water.
7. Dry the organic layer with anhydrous magnesium sulfate.
8. Concentrate the dried organic layer under reduced pressure and dry under reduced pressure to afford the target product tert-butyl (4-methylpiperidin-4-yl)carbamate (145 mg, 0.67 mmol, 67% yield).
Characterization data:
Mass spectrum (EI, m/z): 214 [M]+.
1H-NMR (CDCl3) δ: 4.37 (1H, br s), 2.84-2.80 (4H, m), 1.91 (2H, dt, J = 13.3, 3.9 Hz), 1.51 (2H, td, J = 12.9, 6.2 Hz), 1.44 (9H, s), 1.34 (3H, s). | [References]
[1] Patent: US2012/149902, 2012, A1. Location in patent: Page/Page column 24 |
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