ChemicalBook--->CAS DataBase List--->639068-43-2

639068-43-2

639068-43-2 Structure

639068-43-2 Structure
IdentificationBack Directory
[Name]

3,5-Dimethyl-piperazine-1-carboxylic acid tert-butyl ester
[CAS]

639068-43-2
[Synonyms]

Methisosildenafil-002
Methisosildenafil impure4
Methisosildenafil Impurity
Methisosildenafil Impurity 29
tert-Butyl 3,5-diMethylpiperazine-1-carboxylate
tert-Butyl 3,5-dimethyl-1-piperazinecarboxylate
1,1-Dimethylethyl 3,5-dimethyl-1-piperazinecarboxylate
2-Methyl-2-propanyl 3,5-dimethyl-1-piperazinecarboxylate
3,5-Dimethyl-piperazine-1-carboxylic acid tert-butyl ester
1-Piperazinecarboxylic acid, 3,5-diMethyl-, 1,1-diMethylethyl ester
[Molecular Formula]

C11H22N2O2
[MDL Number]

MFCD06795911
[MOL File]

639068-43-2.mol
[Molecular Weight]

214.305
Chemical PropertiesBack Directory
[Boiling point ]

279.7±15.0 °C(Predicted)
[density ]

0.970±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

8.58±0.60(Predicted)
[Appearance]

Off-white to light yellow Solid
[CAS DataBase Reference]

639068-43-2
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

3,5-Dimethyl-piperazine-1-carboxylic acid tert-butyl ester(639068-43-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

Di-tert-butyl dicarbonate

24424-99-5

2,6-Dimethylpiperazine

108-49-6

3,5-Dimethyl-piperazine-1-carboxylic acid tert-butyl ester

639068-43-2

General procedure for the synthesis of 1-Boc-3,5-dimethylpiperazine from di-tert-butyl dicarbonate and 2,6-dimethylpiperazine: 2,6-dimethylpiperazine (200.0 mg, 1.75 mmol) and triethylamine (TEA, 0.6 mL, 4.37 mmol) were dissolved in dichloromethane (DCM, 6.0 mL), and di-tert-butyl dicarbonate (DTBD, 1.5 mmol, 2.6 mL) was added slowly at 0 °C. butyl dicarbonate ((Boc)2O, 458.7 mg, 2.10 mmol) was added slowly at 0 °C. The reaction mixture was stirred at room temperature for 12 hours and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent ratio: DCM:MeOH = 95:5). The fraction containing the target product was collected and evaporated to give tert-butyl 3,5-dimethylpiperazine-1-carboxylate (210.0 mg, 56% yield) as a yellow liquid.1H-NMR (300 MHz, CDCl3) δ: 3.95 (m, 2H), 2.79 (m, 2H), 2.33 (m, 2H), 1.46 (s, 9H), 1.07 (d. 6H, J = 6.3 Hz).

[References]

[1] Patent: US2005/54850, 2005, A1
[2] Patent: US2014/315888, 2014, A1. Location in patent: Paragraph 0558-0559
[3] Patent: US6235731, 2001, B1
[4] Patent: EP2154135, 2010, A1. Location in patent: Page/Page column 16
[5] Patent: US2010/160323, 2010, A1. Location in patent: Page/Page column 27-28
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