| Identification | Back Directory | [Name]
N-Boc-9-azabicyclo[3.3.1]nonan-3-one | [CAS]
512822-27-4 | [Synonyms]
N-Boc-9-azabicycL
o[3.3.1]nonan-3-one
9-Boc-3-oxo-9-azabicyclo[...
N-Boc-9-azabicyclo[3.3.1]nonan-3-one
9-Boc-3-oxo-9-azabicyclo[3.3.1]nonane
9-Boc-9-aza-bicyclo[3.3.1]nonan-3-one
tert-butyl 3-oxo-9-azabicyclo[3.3.1]nane-9-carboxylate
tert-butyl 3-oxo-9-azabicyclo[3.3.1]nonane-9-carboxylate
3-Oxo-9-aza-bicyclo3.3.1none-9-carboxylic acid tert-butyl ester
3-Oxo-9-aza-bicyclo[3.3.1]nonane-9-carboxylic acid tert-butyl ester
9-Azabicyclo[3.3.1]nonane-9-carboxylic acid, 3-oxo-, 1,1-dimethylethyl ester | [Molecular Formula]
C13H21NO3 | [MDL Number]
MFCD09997838 | [MOL File]
512822-27-4.mol | [Molecular Weight]
239.31 |
| Chemical Properties | Back Directory | [Boiling point ]
342.9±35.0 °C(Predicted) | [density ]
1?+-.0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
solid | [pka]
-1.65±0.20(Predicted) | [color ]
white | [InChI]
InChI=1S/C13H21NO3/c1-13(2,3)17-12(16)14-9-5-4-6-10(14)8-11(15)7-9/h9-10H,4-8H2,1-3H3 | [InChIKey]
YEKYAQUJESJBFI-UHFFFAOYSA-N | [SMILES]
C12N(C(OC(C)(C)C)=O)C(CCC1)CC(=O)C2 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of N-Boc-9-azabicyclo[3.3.1]nonan-3-one hydrochloride from di-tert-butyl dicarbonate and 9-azabicyclo[3.3.1]nonan-3-one hydrochloride: 9-azabicyclo[3.3.1]nonan-3-one hydrochloride (12.0 g, 68.3 mmol) was suspended in tetrahydrofuran (THF, 200 mL) followed by addition of methylamine (27.6 g, 273 mmol). Di-tert-butyl dicarbonate (15.6 g, 71.7 mmol) dissolved in THF (50 mL) was added slowly and dropwise over 15 min at 15 °C. The reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, water was added and extracted with diethyl ether (200 mL). The organic phase was washed with water (2 x 100 mL) and subsequently purified by filtration through a short silica gel column. The final product N-Boc-9-azabicyclo[3.3.1]nonan-3-one was obtained in a yield of 15.24 g (93% yield). | [References]
[1] Patent: WO2009/98209, 2009, A1. Location in patent: Page/Page column 16 |
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