| Identification | More | [Name]
BENZYL 3-OXOPIPERAZINE-1-CARBOXYLATE | [CAS]
78818-15-2 | [Synonyms]
1-Z-3-OXOPIPERAZINE
3-OXOPIPERAZINE-1-CARBOXYLIC ACID BENZYL ESTER
4-BENZYLOXYCARBONYL-2-PIPERAZINONE
4-BENZYLOXYCARBONYLPIPERAZIN-2-ONE
4-CBZ-PIPERAZINONE
4-Z-PIPERAZIN-2-ONE
BENZYL 3-OXOPIPERAZINE-1-CARBOXYLATE
BENZYL 3-OXOTETRAHYDRO-1(2H)-PYRAZINECARBOXYLATE
BUTTPARK 32\04-69
N'-Z-PIPERAZIN-2-ONE
Piperazin-2-one, N4-CBZ protected
1-CBZ-3-OXOPIPERAZINE
N-CBZ-PIPERAZINONE
N-CARBOXYBENZYLOXYPIPERAZINONE
3-Oxopiperazine-1-carboxylic acid benzyl ester, 4-Benzyloxycarbonyl-2-piperazinone | [Molecular Formula]
C12H14N2O3 | [MDL Number]
MFCD00173924 | [Molecular Weight]
234.25 | [MOL File]
78818-15-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
118-120°C | [Boiling point ]
459.8±45.0 °C(Predicted) | [density ]
1.243±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
powder to crystal | [pka]
14.98±0.20(Predicted) | [color ]
White to Orange to Green | [InChIKey]
BAHFPJFBMJTOPU-UHFFFAOYSA-N | [CAS DataBase Reference]
78818-15-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29335990 |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Uses]
Benzyl 3-oxopiperazine-1-carboxylate is a useful research reagent for organic synthesis and other chemical processes. | [Synthesis]
Step 2: Synthesis of benzyl 3-oxopiperazine-1-carboxylate
Sodium carbonate (24.77 g, 233.73 mmol, 3.00 eq.) and piperazin-2-one (7.80 g, 77.91 mmol, 1.00 eq.) were dissolved in a solvent mixture of ethyl acetate (70.00 mL) and water (70.00 mL) at 0 °C. Subsequently, benzyl chloroformate (16.79 g, 93.49 mmol, 13.99 mL, 95% purity, 1.20 eq.) was slowly added. The reaction mixture was stirred at 30 °C for 16 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the mixture was extracted with ethyl acetate (80 mL x 3). The organic layers were combined, washed with saturated aqueous sodium chloride (80 mL x 3), dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was purified by pulping (petroleum ether: ethyl acetate= 20:1,80mL) and filtered after stirring at 30°C for 15 min. The solid was dried under vacuum to obtain 4-Benzyloxycarbonyl-2-piperazinone (15.50 g, 66.17 mmol, 84.93% yield) as a white solid. | [References]
[1] Journal of Organic Chemistry, 1991, vol. 56, # 11, p. 3715 - 3719
[2] Tetrahedron, 2010, vol. 66, # 18, p. 3370 - 3377
[3] Patent: EP3269715, 2018, A1. Location in patent: Paragraph 0238; 0239
[4] European Journal of Medicinal Chemistry, 2017, vol. 132, p. 26 - 41
[5] European Journal of Medicinal Chemistry, 1981, vol. 16, # 3, p. 229 - 232 |
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