Category: 78551-60-7

78551-60-7, tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

78551-60-7, Step 1: 1-Benzyl-4-(tert-butyloxycarbonyl)piperazin-2-thione A mixture of 1-benzyl-4-(tert-butyloxycarbonyl)piperazin-2-one (1.0 mg, 3.4 mmol) and 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulphide (Lawesson’s Reagent) (837 mg, 2.1 mmol) were heated at 90 C. in toluene (10 mL), under nitrogen for 45 min. The mixture was cooled then partitioned between EtOAc (3*50 mL) and water (50 mL). The combined organic layers were dried (Na2 SO4) and evaporated. The residue was chromatographed on silica gel, eluding with CH2 Cl2:EtOAc (100:0?95:5?90:10) to afford the title compound (853 mg, 82%) as a colourless solid. mp. 126-129 C. 1 H NMR (250 MHz, CDCl3) delta 1.47 (9H, s), 3.40-3.44 (2H, m), 3.60-3.65 (2H, m), 4.67 (2H, s), 5.31 (2H, s), 7.31-7.39 (5H, m). MS (ES+) (307, M+1).

As the paragraph descriping shows that 78551-60-7 is playing an increasingly important role.

Reference£º
Patent; Merck Sharp & Dohme Ltd.; US5998415; (1999); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78551-60-7,tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE 42 4-t-butoxycarbonyl-3-[2-(methylthio)ethyl)-1-(phenylmethyl)piperazinone (XVI) Following the general procedure of Example 47 and making non-critical variations, but substituting 4-t-butoxycarbonyl-1-(phenylmethyl)piperazinone (XV, Example 41) for 1-methyl-4-(phenylmethyl)piperazinone and 1-chloro-2-(methylthio)ethane [Chem. Ber., 84, 911 (1951)] for 1-bromo-2-methylpropane, there is obtained the title compound., 78551-60-7

As the paragraph descriping shows that 78551-60-7 is playing an increasingly important role.

Reference£º
Patent; The Upjohn Company; US4251438; (1981); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

78551-60-7, tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,78551-60-7

4 M HC1 in l,4-dioxane (150 mL, 600 mmol, 12 equiv) was added at room temperature to compound (14.5 g, 50 mmol, 1 equiv) and the mixture was stirred at room temperature for 2 hours, at which time LCMS indicated that the reaction was complete. The mixture was concentrated under reduced pressure and azeotroped with toluene (3 x 200 mL) to give l-benzylpiperazin-2-one hydrochloride (15.1 g, quantitative yield) as a viscous pale-yellow oil

As the paragraph descriping shows that 78551-60-7 is playing an increasingly important role.

Reference£º
Patent; CONATUS PHARMACEUTICALS, INC.; SPADA, Alfred, P.; TERNANSKY, Robert, J.; (0 pag.)WO2020/6341; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

78551-60-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78551-60-7,tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Sodium hydride (80 mg, 2.0 mmol, 60% in mineral oil) was added to a solution of 4-tert-butyloxycarbonyl-piperazin-2-one (200 mg, 1.0 mmol) in dimethylformamide (5.0 mL) at 0 C. The reaction was stirred at 0 C. for 0.5 h. To this mixture was added benzyl bromide (300 uL, 2.5 mmol) and the reaction was stirred for 2 h at room temperature. The reaction mixture was quenched with a dilute aqueous solution of sodium bicarbonate and extracted with methylene chloride. The organic extracts were washed with brine and dried over anhydrous sodium sulfate. Purification of the crude residue by chromatography over silica gel using 30% ethyl acetate in hexane gave 4-tert-butyloxycarbonyl-2-benzyl-piperazin-2-one (174 mg, 60% yield). [0350] Hydrochloric acid (0.25 mL, 1.00 mmol, 4 M in 1,4-dioxane) was added to a solution of 4-tert-butyloxycarbonyl-2-benzyl-piperazin-2-one (174 mg, 0.60 mmol) in 1,4-dioxane (1.0 mL). The mixture was stirred overnight. The reaction was concentrated to give 2-benzyl-piperazin-2-one hydrochloride as an off-white solid (130 mg, 97% yield). [0351] 4,5-Bis-(4-chloro-phenyl)-2-(2-ethoxy-4-trifluoromethyl-phenyl)-4,5-dihydro-imidazole-1-carbonyl chloride (example 3) was reacted with 2-benzyl-piperazin-2-one hydrochloride using the procedure as described in example 5 to give 4-[4,5-bis-(4-chloro-phenyl)-2-(2-ethoxy-4-trifluoromethyl-phenyl)-4,5-dihydro-imidazole-carbonyl]-1-benzyl-piperazin-2-one. It was then dissolved in dilute hydrochloric acid (0.5 N, 1 mL) and lyophilized to give 4-[4,5-bis-(4-chloro-phenyl)-2-(2-ethoxy-4-trifluoromethyl-phenyl)-4,5-dihydro-imidazole-carbonyl]-1-benzyl-piperazin-2-one hydrochloride as an off-white powder (65 mg, 89% yield). LR-MS (APCI): 695.6 [(M+H)+].

The synthetic route of 78551-60-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Haley, Gregory Jay; Kong, Norman; Liu, Emily Aijun; Simonsen, Klaus B.; Vu, Binh Thanh; Webber, Stephen Evan; US2004/259884; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

78551-60-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78551-60-7,tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To EtMgBr (344 mL) in THF cooled to -78C was added Ti(O1Pr)4 (39 g, 137.93 mmol), followed by commercially available 4-benzyl-3-oxo-piperazine-l-carboxylic acid tert- butyl ester (40 g, 137.93 mmol) and the resultant reaction mixture was heated to reflux for 1 h. After cooling the reaction mixture to 5C, another portion of EtMgBr (344 ml) and Ti(O1Pr)4 (39 g, 137.93 mmol) was added. The mixture was stirred for 16 h at RT. The reaction mixture was quenched with NH4CI solution and stirred for 15 min and filtered through a celite bed and washed with EtOAc. The aqueous layer was again extracted with EtOAc (3 x). The combined EtOAc layers were washed with water and dried over Na2SO4 and concentrated under reduced pressure. Purification by column chromatography to afforded the title compound as a solid (24 g, 58%). 1H NMR (300 MHz, DMSO) delta = 7.20 (m, 5H), 3.80 (s, 2H), 3.40 (m, 2H), 3.22 (m, 2H), 2.63 (m, 2H), 1.38 (s, 9H), 0.58 (br, 4H)

The synthetic route of 78551-60-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LEO PHARMA A/S; NIELSEN, Simon Feldbaek; GREVE, Daniel, Rodriguez; RYTTERSGAARD, Carsten; GRUE-S?RENSEN, Gunnar; OTTOSEN, Erik, Rytter; POULSEN, Tina, Dahlerup; SCHOU, S¡ãren, Christian; MURRAY, Anthony; WO2011/3418; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics