ChemicalBook CAS DataBase List 1-Boc-3-oxopiperazine

1-Boc-3-oxopiperazine synthesis

4synthesis methods

Product Name:1-Boc-3-oxopiperazine
CAS Number:76003-29-7
Molecular formula:C9H16N2O3
Molecular Weight:200.23

5625-67-2

24424-99-5

76003-29-7

GENERAL STEPS: Piperazin-2-one (1.037 g, 10.4 mmol) was dissolved in 52 mL of dichloromethane, followed by the addition of di-tert-butyl dicarbonate (Boc2O, 2.5 g, 11.4 mmol). The reaction mixture was stirred at room temperature for 3 h before complete consumption of piperazin-2-one was confirmed by thin layer chromatography (TLC) monitoring. Upon completion of the reaction, the reaction mixture was diluted with dichloromethane and the organic layer was washed with deionized water. The organic layer was separated, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 1-Boc-3-piperazinone (product 33) in quantitative yield as a white solid. The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3): δ 1.48 (s, 9H), 3.35-3.44 (m, 2H), 3.64 (t, J = 5 Hz, 2H), 4.10 (s, 2H), 6.41 (br s, 1H).

5625-67-2 Synthesis

5625-67-2
349 suppliers
$5.00/1g

24424-99-5 Synthesis

24424-99-5
867 suppliers
$13.50/25G

76003-29-7
245 suppliers
$5.00/5g

Yield:76003-29-7 100%

Reaction Conditions:

in dichloromethane for 3 h;

Steps:

33
To a mixture of piperazine-2-one (1.037 g, 10.4 mmol) in 52 mL of CH2Cl2, was added BOC20 (2.5 g, 11.4 mmol). The reaction became homogeneous after 3 hours when the starting material was completely consumed. The reaction was diluted with CH2Cl2 and the organic layer was washed with water. The solvent was removed in vacuo to yield quantitative amount of product 33 as a white solid. ¹H NMR (300 MHz, CDCl3) 8 1.48 (s, 9H), 3.35-3.44 (m, 2H), 3.64 (t, 2H, J= 5 Hz), 4.10 (s, 2H), 6.41 (br s, 1H).

References:

GILEAD SCIENCES, INC.;CAI, Zhenhong, R.;CHEN, Xiaowu;FARDIS, Maria;JABRI, Salman, Y.;JIN, Haolun;KIM, Choung, U.;METOBO, Sanuel, E.;MISH, Michael, R.;PASTOR, Richard, M. WO2005/117904, 2005, A2 Location in patent:Page/Page column 407

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24424-99-5 Synthesis

24424-99-5
867 suppliers
$13.50/25G

105-39-5 Synthesis