Category: 150407-69-5

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.150407-69-5,(S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a stirred solution of (S)-l-{(benzyloxy)carbonyl}-4-(tert- butoxycarbonyl)piperazine-2-carboxylic acid (1.3 g, 3.57 mmol) in DMF (10 mL) was added K2CO3 (1.48 g, 10.71 mmol) and the reaction mixture was stirred at room temperature for 5 min. Methyl iodide (0.66 mL, 10.71 mmol) was added dropwise and the reaction mixture was stirred at room temperature for 2 h. The reaction was quenched with water (20 mL) and extracted with EtOAc (2×50 mL). The combined organic layer was dried over anhydrous Na2S04, filtered, and concentrated under reduced pressure to afford the title compound (1.00 g) as a light yellow oil which was used in the next step without purification., 150407-69-5

The synthetic route of 150407-69-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; BLIZZARD, Timothy Allen; BIFTU, Tesfaye; WO2013/148478; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

150407-69-5, (S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

11.2 g (34.9 mmol) TBTU and 5.5 mL (39.6 mmol) triethylamine were added to a mixture, cooled to 0 C., of 12.2 g (32.8 mmol) 1-benzyl-4-tert-butyl(S)-piperazine-1,2,4-tricarboxylate and 30 mL EtOH in 150 mL THF, stirred for another 30 min at this temperature and then stirred for 68 h at RT. 600 mL diethyl ether were added to the reaction mixture, it was combined with 200 mL saturated NaHCO3 solution, the aqueous phase was separated off, the organic phase was washed with saturated NaCl solution and dried over Na2SO4. After elimination of the desiccant and solvent the residue was purified by chromatography (silica gel, gradient PE/EtOAc 4:1 to 7:3). Yield: 11.35 g (88% of theory) ESI-MS: (M+H)+=393 Rf=0.38 (Polygram-silica gel, PE/EtOAc 3:1), 150407-69-5

As the paragraph descriping shows that 150407-69-5 is playing an increasingly important role.

Reference：
Patent; Mueller, Stephan Georg; Rudolf, Klaus; Lustenberger, Philipp; Schaenzle, Gerhard; Santagostino, Marco; Stenkamp, Dirk; Arndt, Kirsten; Doods, Henri; US2007/49581; (2007); A1;,
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.150407-69-5,(S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

EDC HC1 (1.5 eq) and HOBt (1.5 eq) were added to a solution of (5)-l-((benzyloxy)carbonyl)-4- (tert-butoxycarbonyl)piperazine-2-carboxylic acid (1.0 eq) in DMF (0.3 M) and the resulting mixture was stirred at 20 C for 15 min, then 2-hydroxy-l-(2-methoxyquinolin-3-yl)ethan-l-one (1.0 eq) and DMAP (0.3 eq) were added. After 2 h the solvent was removed and the residue was dissolved in EtOAc, washed with H20, brine, dried and concentrated. The residue was purified by flash chromatography (petroleum ether/EtOAc, from 100:0 to 20:80) to give the title compound (35%). MS (ES+) m/z 564 (M+H)+.

150407-69-5, As the paragraph descriping shows that 150407-69-5 is playing an increasingly important role.

Reference：
Patent; IRBM SCIENCE PARK S.P.A.; C.N.C.C.S. S.C.A.R.L. COLLEZIONE NAZIONALE DEI COMPOSTI CHIMICI E CENTRO SCREENING; BIANCOFIORE, Ilaria; CIAMMAICHELLA, Alina; FERRIGNO, Federica; HARPER, Steven; MALANCONA, Savina; ONTORIA ONTORIA, Jesus Maria; PAONESSA, Giacomo; PONZI, Simona; SUMMA, Vincenzo; (143 pag.)WO2018/115275; (2018); A1;,
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.150407-69-5,(S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Step A – Preparation of Int Int 48-1 To a solution of piperazine carboxylic acid (10 g, 27 mmol) in DCM (50 mL) was added TEA (2.39 mL, 54 mmol) and HATU (11.4 g, 30 mmol) with stirring. The reaction mixture was stirred at room temperature for 30 mins then treated with piperidine (2.57 g, 30 mmol). The reaction solution was stirred for 48 hrs then concentrated. The residue was purified by column chromatography on silica gel eluted with petroleum ether / EtOAc (3 : 1) to afford compound Int 48-1 as yellow oil (10.7g). MS-ESI (m/z): 432 (M+l)+ R 0.6 (PE : EtOAc= 1 : 1) H NMR (CDC13) delta: 7.30-7.24 (m, 5H), 5.25 (s, 1H), 5.14 (d, J=12.3 Hz, 1H), 5.06-4.98 (m, 1H), 4.18-3.80 (m, 5H), 3.41 (s, 2H), 3.21 (d, J=13 Hz, 3H), 1.61 (s, 2H), 1.52 (t, J7=16.6 Hz,, 150407-69-5

As the paragraph descriping shows that 150407-69-5 is playing an increasingly important role.

Reference：
Patent; MERCK SHARP & DOHME CORP.; COBURN, Craig, A.; MALETIC, Milana, M.; LUO, Yunfu; QI, Zhiqi; YU, Tingting; SOLL, Richard; WO2015/73310; (2015); A1;,
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.150407-69-5,(S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

(b)[2S]-1-Benzyloxycarbonyl-4-t-butoxycarbonyl-2-methoxycarbonylpiperazine A solution of [2S]-1-benzyloxycarbonyl-4-t-butoxycarbonylpiperazine-2-carboxylic acid [prepared from Example 1(a) by the method of Bigge et al. Tet. Letters 30, 5193 (1989)] (16 g) in methanol (5 ml) and acetonitrile (50 ml) was treated with diisopropylethylamine (5.7 ml) and a 2M solution of trimethylsilyldiazomethane in hexane (26.3 ml) and stirred overnight at room temperature. The reaction mixture was evaporated and chromatographed on silica gel eluding with 0-10% ethyl acetate-hexane to afford the title compound as a colourless oil (9.0 g). MS (+ve ion electrospray) m/z 379 (MH+).

150407-69-5, As the paragraph descriping shows that 150407-69-5 is playing an increasingly important role.

Reference：
Patent; SmithKline Beecham Corporation and SmithKline Beecham p.l.c.; US2003/203917; (2003); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

150407-69-5, (S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

150407-69-5, A mixture of (S)- 1 -((benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine- 2- carboxylic acid (500 mg, 1.372 mmol, 1.0 eq), 6-chloro-pyridin-2-ylamine (265 mg, 2.058 mmol, 1.5 eq), and EDCI (790 mg, 4.116 mmol, 3.0 eq) in pyridine (25 mL) was stirred at r.t. for 6 h. The reaction was monitored by LC-MS and TLC. The mixture was concentrated and the resulting residue was purified by chromatography on silica gel column (PE/EA = 5/1, v/v) to give the crude (S)- 1-b enzyl 4-tert-butyl 2-((6-chloropyridin-2-yl)carbamoyl)piperazine- 1,4-dicarboxylate (400 mg, 61%) as a white solid.

As the paragraph descriping shows that 150407-69-5 is playing an increasingly important role.

Reference：
Patent; LIFESCI PHAMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (241 pag.)WO2017/98328; (2017); A2;,
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.150407-69-5,(S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

A mixture of (S)- 1 -((benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2- carboxylic acid (1 g, 2.744 mmol, 1.0 eq), 6-(trifluoromethyl)pyridin-2-amine (667 mg, 4.116 mmol, 1.5 eq), and EDCI (1.58 1 g, 8.232 mmol, 3.0 eq) in pyridine (50 mL) was stirred at r.t. for 6 h. The mixture was concentrated and purified by chromatography on silica gel column (PE/EA = 5/1, v/v) to give the crude (S)-1-benzyl 4-tert-butyl 2-((6-(trifluoromethyl)pyridin- 2-yl)carbamoyl)piperazine-1,4-dicarboxylate (900 mg, 65%) as a brown solid.

150407-69-5, The synthetic route of 150407-69-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LIFESCI PHAMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (241 pag.)WO2017/98328; (2017); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

150407-69-5, (S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Pyridine (1.0 eq), tert-butoxycarbonyl tert-butyl carbonate (1.3 eq) and ammonium bicarbonate (2.6 eq) were added to a stirred solution of (2S)-l-[(benzyloxy)carbonyl]-4-(tert- butoxycarbonyl)piperazine-2-carboxylic acid (1.0 eq) in 1,4-dioxane (0.3 M). Mixture was stirred at 20 C for 24 h then concentrate under reduced pressure. The residue was diluted with EtOAc, washed with H20, 1 N aq. HC1 sol, brine, dried and concentrated under pressure to give the title compound (100%) as a white solid. MS (ES+) m/z 364 (M)+., 150407-69-5

The synthetic route of 150407-69-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IRBM SCIENCE PARK S.P.A.; C.N.C.C.S. S.C.A.R.L. COLLEZIONE NAZIONALE DEI COMPOSTI CHIMICI E CENTRO SCREENING; BIANCOFIORE, Ilaria; CIAMMAICHELLA, Alina; FERRIGNO, Federica; HARPER, Steven; MALANCONA, Savina; ONTORIA ONTORIA, Jesus Maria; PAONESSA, Giacomo; PONZI, Simona; SUMMA, Vincenzo; (143 pag.)WO2018/115275; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

150407-69-5, (S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,150407-69-5

Step 2: 1 -Benzyl 4-fert-butyl 2-methyl (2,SV1.2.4-piperazinetricarboxylate (AA2); A solution of TMS-diazomethane (2.0 M in Et2O, 4.0 eq.) was added to a stirred 0.16 M solution of AAl in a toluene-MeOH mixture (2:1). The reaction mixture was stirred overnight at RT. Solvents were removed under reduced pressure. The residue was purified by column chromatography on silica gel, eluting with 20 to 100% EtO Ac/petroleum ether to give the title compound in 92 % yield. 97% ee by SFC. [CC]D20 -10.6 (c 1.00, CHCl3). 1H NMR (300 MHz, CDCl3, 300K) delta 7.37 (5H, m), 5.18 (2H, m), 4.79-4.57 (2H, m), 4.10-3.90 (2H, m), 3.75 (1.5H, s), 3.70 (1.5H, s), 3.34-3.30 (IH, m), 3.10 (IH, dd, J = 13.6, 4.4 Hz), 2.86 (IH, m), 1.45 (9H, s). MS (ES+) Ci9H26N2O6 requires 378, found: 401 (M+Na)+.

150407-69-5 (S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid 1512536, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; BRANCA, Danila; FERRIGNO, Federica; HERNANDO, Jose, Ignacio, Martin; JONES, Philip; KINZEL, Olaf; MALANCONA, Savina; MURAGLIA, Ester; PALUMBI, Maria, Cecilia; PESCATORE, Giovanna; SCARPELLI, Rita; WO2010/23480; (2010); A1;,
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.150407-69-5,(S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

DIEA (0.3 mL) and HATU (0.63 g) were added to (S)-1-((benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (0.6 g) in DCM (20 mL), and the mixture was stirred for 30 min. Intermediate 1 (1.5 g) was then added, and the mixture was stirred o.n. Volatiles were removed under vacuum evaporated, and the residue taken into EtOAc (60 mL), washed with 0.2% HCl (3×20 mL), sat. NaHC03 (2×15 mL), brine (15 mL), and dried (Na sulfate). Solvent was evaporated under vacuum and the crude product purified by silica gel chromatography (gradient 0-12% MeOH in DCM)., 150407-69-5

150407-69-5 (S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid 1512536, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MICURX PHARMACEUTICALS, INC.; GORDEEV, Mikhail Fedorovich; LIU, Jinqian; WANG, Xinghai; YUAN, Zhengyu; (134 pag.)WO2016/100578; (2016); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics