1-TERT-BUTYLOXYCARBONYL-4-AMINO-PIPERAZINE Chemical Properties

Boiling point:

281℃

Density 

1.097

Flash point:

124℃

storage temp. 

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

pka

7.03±0.20(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C9H19N3O2/c1-9(2,3)14-8(13)11-4-6-12(10)7-5-11/h4-7,10H2,1-3H3

InChIKey

QMZFIRHRGPLKEV-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCN(N)CC1

Safety Information

RIDADR 

UN2735

1-TERT-BUTYLOXYCARBONYL-4-AMINO-PIPERAZINE Usage And Synthesis

Synthesis

General procedure for the synthesis of tert-butyl 4-aminopiperazine-1-carboxylate from tert-butyl 4-nitroso piperazine-1-carboxylate: At room temperature, the compound (730 mg) obtained in step (1) was dissolved in methanol (10 mL) and zinc powder (1.1 g) was added. Acetic acid (10 mL) was added slowly and dropwise under cooling in an ice bath. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the mixture was filtered and the filtrate was alkalized by adding aqueous sodium bicarbonate to the filtrate. After alkalinization, the mixture was extracted with chloroform. The organic layers were combined, dried with anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to give tert-butyl 4-aminopiperazine-1-carboxylate (730 mg, yield: 100%) as a light yellow oil.

References

[1] Patent: WO2007/46550, 2007, A1. Location in patent: Page/Page column 120
[2] Patent: WO2006/20561, 2006, A2. Location in patent: Page/Page column 61
[3] European Journal of Medicinal Chemistry, 2018, vol. 158, p. 247 - 258

1-TERT-BUTYLOXYCARBONYL-4-AMINO-PIPERAZINE(118753-66-5)Related Product Information

• 4-Hydroxy-4-(2-propenyl)piperidine-1-carboxylic acid tert-butyl ester
• tert-butyl 4-amidinopiperidine-1-carboxylate
• 1-TERT-BUTYLOXYCARBONYL-4-AMINO-PIPERAZINE