Tag: M.W:300-400

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.149057-19-2,4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

CS2CO3 (0.5 eq) was added to a stirred solution of 4-((benzyloxy)carbonyl)-l-(tert- butoxycarbonyl)piperazine-2-carboxylic acid (1.0 eq) in EtOH (0.54 M) . Stirring was continued at 20 C for 2 h then solvent was evaporated and cesium 4-((benzyloxy)carbonyl)-l-(tert-butoxycarbonyl)-l,4-diazepane-5-carboxylate was dried at high vacuum pump for 1 h, then it was dissolved with DMF (0.54 M) and 2-bromo-l-(naphthalen-2-yl)ethan-l-one (1.0 eq) was added. The mixture was stirred at 20 C for 1 h, then DMF was removed under reduced pressure co- evaporating with toluene. The residue was diluted with EtOAc and filtered off. Filtrate was evaporated to give 4-benzyl 1 -(tert-butyl) 2-(2-(naphthalen-2-yl)-2-oxoethyl) piperazine-1,2,4-tricarboxylate. The latter was dissolved with toluene (0.13 M) and NH4OAc (20 eq) was added. The mixture was stirred at reflux using a Dean Stark apparatus for 30 min. Toluene was removed under reduced pressure, the residue was diluted with EtOAc, washed with sat. aq. NaHC03, brine, dried and concentrated to give an orange oily residue. This material was purified by flash chromatography (petroleum ether/EtOAc from 95:5 to 20:80) to give the title compound (86%) as an orange solid. MS (ES+) m/z 513 (M+H)+.

149057-19-2, As the paragraph descriping shows that 149057-19-2 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.181955-79-3,1,4-Di-Boc-piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.,181955-79-3

The resulting 1,4-di-tert-butoxycarbonylpiperazine-2-carboxylic acid (13-2) (500 mg, 1.5 mmol)Was dissolved in dry THF (10 mL)Under nitrogen protection,After borane tetrahydrofuran (4.5 mL, 4.5 mmol) was added dropwise,Heated to 40 for 2 hours,Cold to 0 ,The reaction was quenched by the dropwise addition of methanol and the reaction was concentrated to dryness to give 470 mg of 1,4-di-tert-butoxycarbonyl-2-hydroxymethylene-piperazine (13-3) in a yield of 98%

The synthetic route of 181955-79-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Fujian Jinle Pharmaceutical Technology Co., Ltd.; Zhou Zhongxiang; Xing Yuanyuan; Chen Yingzhong; Deng Chengjun; Deng Honggui; Xue Wanhua; Zhang Shuzu; Chen Weipeng; Li Fang; (27 pag.)CN107174584; (2017); 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.162046-66-4,4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

A stock solution of SOCl2-benzotriazole in dry DCM (1.5 M) was prepared by making up volume of a viscous clear solution of thionyl chloride (leq) and benzotriazole (1 eq) with dry DCM (1.5 M) – cf, Synlett 1999, 1763. 1.25 eq of this stock solution was added to a solution of4-(4-tert- butoxycarbonyl)piperazin-l-yl)benzoic acid (1 eq) (prepared as described in published International patent application WO98/00134) in dry DCM (0.05 M). With the addition, a precipitate formed that was indicative of acyl chloride formation. The reaction was left at RT for 10 min before being filtered through a pad of anhydrous sodium sulfate.

162046-66-4, 162046-66-4 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid 2795508, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Istituto Di Ricerche Di Biologia Molecolare P. Angeletti SpA; WO2006/38039; (2006); 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.181955-79-3,1,4-Di-Boc-piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.,181955-79-3

The resulting 1,4-di-tert-butoxycarbonylpiperazine-2-carboxylic acid (13-2) (500 mg, 1.5 mmol)Was dissolved in dry THF (10 mL)Under nitrogen protection,After borane tetrahydrofuran (4.5 mL, 4.5 mmol) was added dropwise,Heated to 40 for 2 hours,Cold to 0 ,The reaction was quenched by the dropwise addition of methanol and the reaction was concentrated to dryness to give 470 mg of 1,4-di-tert-butoxycarbonyl-2-hydroxymethylene-piperazine (13-3) in a yield of 98%

The synthetic route of 181955-79-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Fujian Jinle Pharmaceutical Technology Co., Ltd.; Zhou Zhongxiang; Xing Yuanyuan; Chen Yingzhong; Deng Chengjun; Deng Honggui; Xue Wanhua; Zhang Shuzu; Chen Weipeng; Li Fang; (27 pag.)CN107174584; (2017); 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.162046-66-4,4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

A stock solution of SOCl2-benzotriazole in dry DCM (1.5 M) was prepared by making up volume of a viscous clear solution of thionyl chloride (leq) and benzotriazole (1 eq) with dry DCM (1.5 M) – cf, Synlett 1999, 1763. 1.25 eq of this stock solution was added to a solution of4-(4-tert- butoxycarbonyl)piperazin-l-yl)benzoic acid (1 eq) (prepared as described in published International patent application WO98/00134) in dry DCM (0.05 M). With the addition, a precipitate formed that was indicative of acyl chloride formation. The reaction was left at RT for 10 min before being filtered through a pad of anhydrous sodium sulfate.

162046-66-4, 162046-66-4 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid 2795508, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Istituto Di Ricerche Di Biologia Molecolare P. Angeletti SpA; WO2006/38039; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

171504-98-6, Methyl 1,4-Bis(Boc)-2-piperazinecarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 1,4-di-tert-butyl 2-methyl piperazine-1,2,4-tricarboxylate (5.09 g, 14.7 mmol) in dry THF (49 mL) was added methylmagnesium bromide (3.0 M in THF and tol, 31.7 mL, 44.3 mmol) at 0 C. The reaction mixture was stirred at room temperature for 18 hours. After quenched with saturated aq. NH4Cl, the mixture was diluted with water and extracted with EtOAc twice. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography on SiO2 (Hex:EtOAc=5:1 to 3:1 to 2:1) to afford di-tert-butyl 2-(2-hydroxypropan-2-yl)piperazine-1,4-dicarboxylate (2.47 g, 48%) as a colorless viscous oil. 1H-NMR (CDCl3, Varian, 400 MHz): delta 1.21 (3H, s), 1.31 (3H, s), 1.46 (18H, s), 3.01-3.38 (4H, m), 3.79-4.21 (4H, m)., 171504-98-6

As the paragraph descriping shows that 171504-98-6 is playing an increasingly important role.

Reference：
Patent; HANDOK INC.; CMG Pharmaceutical Co., Ltd.; Kim, Moonsoo; Lee, Chaewoon; Lee, Gilnam; Yoon, Cheolhwan; Seo, Jeongbeob; Kim, Jay Hak; Lee, Minwoo; Jeong, Hankyul; Choi, Hyang; Jung, Myung Eun; Lee, Ki Nam; Kim, Hyun Jung; Kim, Hye Kyoung; Lee, Jae Il; Lee, MinWoo; Kim, Misoon; Choi, Soongyu; (124 pag.)US2016/168156; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

162046-66-4, 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

DECP (5.9 ml; 0.0395 mol) was added to a stirring solution of l-(l,l-dimethylethyl)-4- (4-carboxyphenyl)-l-piperazinecarboxylic acid ester (10 g; 0.0326 mol) and 4- methoxybenzylamine (4.7 ml; 0.036 mol) in Et3N (9.2 ml; 0.0655 mol) and CH2Cl2 (250 ml). The reaction mixture was stirred at room temperature for 18 hours. Saturated NaHCO3 solution (150 ml) was added and the mixture was stirred for 30 minutes. Then H2O (100 ml) was added and the mixture was stirred for 30 minutes. The layers were separated and CH2Cl2-layer was dried with MgSO4, evaporated, co-evaporated with toluene and dried at 50 0C in vacuum for 3 hours. Yield : 15.21 g of intermediate 53 (107 %)., 162046-66-4

162046-66-4 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid 2795508, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/148868; (2008); 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.

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

509073-62-5, tert-Butyl 4-(4-nitrobenzoyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0260j A mixture of tert-butyl 4-(4-nitrobenzoyl)piperazine- 1 -carboxylate (20 g, 60 mmol) and 10% Pd/C (4 g) in MeOH (600 mL) was stirred under 1 atmosphere of H2 at room temperature for for 18 h. The solution was filtered through Celite and the filtrate was concentrated under reduced pressure to afford 18 g of tert-butyl 4-(4- aminobenzoyl)piperazine-1-carboxylate as a white solid (100%).

509073-62-5, 509073-62-5 tert-Butyl 4-(4-nitrobenzoyl)piperazine-1-carboxylate 2764459, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; CATABASIS PHARMACEUTICALS, INC.; MILNE, Jill C.; JIROUSEK, Michael R.; VU, Chi B.; WO2013/177536; (2013); 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.171504-98-6,Methyl 1,4-Bis(Boc)-2-piperazinecarboxylate,as a common compound, the synthetic route is as follows.

To a stirring solution of compound 2 (1 g, 2.91 mmol) in dry THF (20 mL) were added LiHMDS (1.0 M in THF) (10.2 mL, 10.2 mmol), paraformaldehyde (69 mg, 2.32 mmol) at -78 C under nitrogen atmosphere. The reaction mixture was brought to RT and stirred for 16 h. After consumption of the starting material (by TLC), the reaction was quenched with ice water (20 mL) and extracted with EtOAc (2 x 50 mL). The combined organic layer was washed with brine solution (2 x 10 mL), dried over Na2S04 and concentrated to obtain crude compound which was purified by column chromatography by eluting 30% EtOAc/ hexanes to afford racemic EE (320 mg, 32%) as white solid. The racemic was separated by chiral HPLC purification to give 75mg each of EE-1 and EE-2. EE-1: 1H-NMR: (400 MHz, DMSO-d6): delta 7.98 (s, 1H), 3.78 (d, / = 12.8 Hz, 1H), 3.67-3.60 (m, 1H), 3.51 (d, / = 13.6 Hz, 1H), 3.41-3.30 (m, 4H), 3.07 (br s, 1H), 1.39 (s, 18H). LCMS (ESI): m/z 340.1 [M+-l]; UPLC: 99.74% EE-2: 1H-NMR: (400 MHz, DMSO-ifc): delta 7.99 (s, 1H), 3.78 (d, / = 12.8 Hz, 1H), 3.65-3.61 (m, 1H), 3.51 (d, / = 13.6 Hz, 1H), 3.40-3.30 (m, 4H), 3.07 (br s, 1H), 1.39 (s, 18H). LCMS (ESI): m/z 340.1 [M+-l]; UPLC: 99.04%, 171504-98-6

The synthetic route of 171504-98-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; APTINYX INC.; KHAN, M., Amin; (75 pag.)WO2018/26782; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics