ChemicalBook--->CAS DataBase List--->78818-15-2

78818-15-2

78818-15-2 Structure

78818-15-2 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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 InformationBack Directory
[Chemical Properties]

White solid
[Uses]

Benzyl 3-oxopiperazine-1-carboxylate is a useful research reagent for organic synthesis and other chemical processes.
[Synthesis]

2-Piperazinone

5625-67-2

Benzyl chloroformate

501-53-1

BENZYL 3-OXOPIPERAZINE-1-CARBOXYLATE

78818-15-2

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
Spectrum DetailBack Directory
[Spectrum Detail]

BENZYL 3-OXOPIPERAZINE-1-CARBOXYLATE(78818-15-2)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

benzyl 3-oxopiperazine-1-carboxylate(78818-15-2)
[Alfa Aesar]

4-Benzyloxycarbonyl-2-piperazinone, 97%(78818-15-2)
[Sigma Aldrich]

78818-15-2(sigmaaldrich)
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