ChemicalBook CAS DataBase List tert-Butyl 4-(dimethylcarbamoyl)piperazine-1-carboxylate, 1-(tert-Butoxycarbonyl)-4-(dimethylcarbamoyl)piperazine

tert-Butyl 4-(dimethylcarbamoyl)piperazine-1-carboxylate, 1-(tert-Butoxycarbonyl)-4-(dimethylcarbamoyl)piperazine synthesis

5synthesis methods

Product Name:tert-Butyl 4-(dimethylcarbamoyl)piperazine-1-carboxylate, 1-(tert-Butoxycarbonyl)-4-(dimethylcarbamoyl)piperazine
CAS Number:215453-81-9
Molecular formula:C12H23N3O3
Molecular Weight:257.33

79-44-7 Synthesis

79-44-7
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57260-71-6 Synthesis

57260-71-6
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tert-Butyl 4-(dimethylcarbamoyl)piperazine-1-carboxylate, 1-(tert-Butoxycarbonyl)-4-(dimethylcarbamoyl)piperazine

215453-81-9
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Yield:215453-81-9 97%

Reaction Conditions:

with triethylamine in dichloromethane at 20; for 12 h;

Steps:

8.2 Synthesis of tert-butyl 4-(dimeth lcarbamoyl)piperazine-l -carboxylate

To a stirred solution of tert-butyl piperazine-1 -carboxylate (step 1, 10.0 g, 53.76 mmol, 1.0 eq) in DCM (100 mL) was added dimethylcarbamic chloride (7.39 mL, 80.64 mmol, 1.5 eq) followed by TEA (11.18 mL, 80.64 mmol, 1.5 eq) at room temperature and stirred for about 12 hours at same temperature. TLC indicated starting material was consumed and the desired product was observed. The reaction mixture was diluted with water and extracted with DCM. The organic layer was washed with water, brine solution and was dried over Na₂S0₄. Filtrate was concentrated to get the crude residue which was purified by column chromatography by using 2% MeOH in DCM as an eluent to obtain the desired product (13.5 g, yield: 97.0%) as a white solid.¹H NMR (DMSO-d₆, 300 MHz): δ 3.57-3.52 (m, 4H), 3.26-3.20 (m, 4H) and 1.07 (s, 6H) and 1.05 (s, 9H); Mass: [M+H-boc]⁺158.30 (100%).

References:

WO2017/149518,2017,A1 Location in patent:Page/Page column 35

506-59-2 Synthesis