| Identification | Back Directory | [Name]
(2R,5S)-2,5-DIMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER | [CAS]
309915-46-6 | [Synonyms]
(2R,5S)-1-N-Boc-2,5-dimethylpiperazine
(2R,5S-TERT-BUTYL 2,5-DIMETHYLPIPERAZINE
(2R,5S)-Tert-Butyl 2,5-Dimethylpiperazine
(2R,5S)-2,5-Dimethylpiperazine, N1-Boc protected
TERT-BUTYL(2R,5S)-2,5-DIMETHYLPIPERAZINE-1-CARBOXYLATE
(2R,5S)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate
2,5-DiMethyl-piperazine-1-carboxylic acid tert-butyl ester
(2R,5S)-N-(tert-butyl)-2,5-dimethyl-1-piperazinecarboxamide
(2R,5S)-2,5-DIMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
(2R,5S)-N-(1,1-Dimethylethyl)-2,5-dimethyl-1-piperazinecarboxamide
1-Piperazinecarboxylic acid, 2,5-dimethyl-, 1,1-dimethylethyl ester, (2R,5S)- | [Molecular Formula]
C11H22N2O2 | [MDL Number]
MFCD06797728 | [MOL File]
309915-46-6.mol | [Molecular Weight]
214.3 |
| Chemical Properties | Back Directory | [Boiling point ]
280℃ | [density ]
0.970 | [Fp ]
123℃ | [storage temp. ]
Keep in dark place,Sealed in dry,2-8°C | [form ]
solid | [pka]
8.55±0.60(Predicted) | [color ]
Colourless to light yellow / liquid | [InChI]
InChI=1S/C11H22N2O2/c1-8-7-13(9(2)6-12-8)10(14)15-11(3,4)5/h8-9,12H,6-7H2,1-5H3/t8-,9+/m0/s1 | [InChIKey]
PGZCVLUQTJRRAA-DTWKUNHWSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)C[C@H](C)NC[C@H]1C |
| Hazard Information | Back Directory | [Synthesis]
Tert-butyl 4-(4-fluorobenzyl)-(2R,5S)-dimethylpiperazine-1-carboxylate (37.8 g, 117.4 mmol) was used as a raw material and dissolved in a mixture of methanol (250 mL) and glacial acetic acid (30 mL). The mixture was transferred to a 2 L hydrogenation flask, purged with nitrogen and stirred for 10 min. Subsequently, palladium hydroxide (3.8 g, 20 wt%) was added to the mixture and the reaction was shaken at room temperature and 40 psi hydrogen pressure for 48 hours. After completion of the reaction, the reaction mixture was filtered through diatomaceous earth and washed with methanol. The filtrate was concentrated to dryness on a rotary evaporator to afford 37.64 g (100% yield) of the target product (2R,5S)-tert-butyl (2R,5-Dimethylpiperazine-1-carboxylate), which was detected by mass spectrometry showing the M+H+ peak at 215. | [References]
[1] Patent: US2004/142940, 2004, A1. Location in patent: Page/Page column 29
[2] Patent: US2004/142940, 2004, A1. Location in patent: Page/Page column 44-45
[3] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 3, p. 828 - 831 |
|
|