Category: 314741-40-7piperazines

314741-40-7, (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step D: tert-butyl (3)-4-[2-(3-cyano-4-fluorophenyl)-2-oxoethyl]-3-(hydroxymethyl)piperazine-1-carboxylate; 5-(Bromoacetyl)-2-fluorobenzonitrile (590 mg, 2.44 mmol) and (S)-4-N-BOC-2-hydroxymethyl-piperazine (527 mg, 2.44 mmol) were dissolved in THF (40 mL) at 0C thenTEA (247 mg, 2.44 mmol) was added. The reaction mixture was stirred at RT for 16 h, thenpoured into water and extracted with ethyl acetate. The organic layer was dried over Na2S04,filtered, and evaporated to dryness. The crude product was purified by MPLC through an 80g Redi-sep column using 0-100% EtOAc/hexane to yield the title compound., 314741-40-7

As the paragraph descriping shows that 314741-40-7 is playing an increasingly important role.

Reference：
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; WO2013/28474; (2013); 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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A vial was charged with (S)-tert-butyl 3-(hydroxymethyl)piperazine-l-carboxylate (321.4 mg, 1.441 mmol) and (S)-2-(methoxymethyl)oxirane (162.4 mg, 1.788 mmol) in ethanol (2.5 mL). The mixture was heated at 120 C for 30 min using microwave. The mixture was cooled to room temperature, concentrated to remove all of solvent. The residue was purified with flash column chromatography on silica gel using 1-10% methanol in dichloromethane to afford the final product as colorless oil (379.3 mg) in 86% yield. 1H NMR (500 MHz, Chloroform-;/) delta 3.88 (m, l H), 3.82 (m, 1H), 3.66 (dd, J = 13, 3 Hz, 1H), 3.64 (br, 1 H), 3.50 – 3.47(m, 2H), 3.41 (dd, J= 9.7, 3.8 Hz, 1H), 3.37 (s, 3H), 3.30 (dd, J = 9.7, 6.2 Hz, 1H), 3.25 (br, lH), 2.90 (br, 1 H), 2.80 (t, J = 11.5 Hz, 2H), 2.46 (br, 1H), 2.35 (m, 2H), 1.43 (s, 9H). MS for C|4H28N205: 305.2 (MH+)., 314741-40-7

314741-40-7 (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820294, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; NEKTAR THERAPEUTICS (INDIA) PVT. LTD.; NEKTAR THERAPEUTICS; SHARMA, PANKAJ; KHATRI, VIJAY KUMAR; GU, XUYUAN; SONG, YUAN; SHEN, MICHAEL LIXIN; SAUTHIER, JENNIFER RIGGS; ANAND, NEEL K.; KOZLOWSKI, ANTONI; ODINECS, ALEKSANDRS; RILEY, TIMOTHY A.; REN, ZHONGXU; MU. YONGQI; SHEN, XIAOMING; YUAN. XUEJUN; AURRECOECHEA, NATALIA; O’MAHONY, DONOGH JOHN ROGER; WO2015/92819; (2015); 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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Diisopropylethylamine (44.0 mL, 252 mmol) was added to a stirred, room temperature mixture of 72 wt% 3-(2-Bromo-acetyl)-6-fluoro-2- methyl-benzonitrile (69 g, 194 mmol) and (5)-4-N-Boc-2-hydroxymethyl-piperazine (42.0 g, 194 mmol) in THF (1000 mL) and the mixture was stirred at room temperature for 18h. The reaction was diluted with 1 L EtOAc, washed 2x with 500 mL 10% w/w NaHCC”3 aqueous solution, dried over MgS04, filtered and concentrated. The residue was purified by column chromatography on silica gel (40-80%) EtOAc/Hexanes, linear gradient), to give the title compound., 314741-40-7

As the paragraph descriping shows that 314741-40-7 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PIO, Barbara; PASTERNAK, Alexander; SHAHRIPOUR, Aurash; TANG, Haifeng; WALSH, Shawn; WO2013/90271; (2013); 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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Intermediate 45: 1,1-dimethylethyl (3S)-4-ethyl-3-(hydroxymethyl)-1-piperazinecarboxylate 1,1-dimethylethyl (3S)-3-(hydroxymethyl)-1-piperazinecarboxylate (Commercial: e.g. Activate Scientific) (0.5 g, 2.312 mmol) and acetaldehyde (0.209 ml, 3.70 mmol) were dissolved in Methanol (10 ml) with molecular sieves and stirred at room temperature under nitrogen for 4 hours. Sodium borohydride (0.140 g, 3.70 mmol) was added and the reaction was stirred at room temperature for 18 hours. The reaction was quenched with 2M NaOH and the reaction was filtered through a celite column. The filtrate was extracted with ethyl acetate (*3). The combined organics were washed with water, dried using a hydrophobic frit and evaporated in vacuo to give the title compound as a colourless oil (0.546 g) LCMS (Method B): Rt=0.45 min, MH+=245

314741-40-7, As the paragraph descriping shows that 314741-40-7 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; Atkinson, Francis Louis; Atkinson, Stephen John; Barker, Michael David; Douault, Clement; Garton, Neil Stuart; Liddle, John; Patel, Vipulkumar Kantibhai; Preston, Alexander G.; Shipley, Tracy Jane; Wilson, David Matthew; Watson, Robert J.; US2014/5188; (2014); 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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step D: tert-butyl (3S)-4-[2-(3-cyano-4-fluorophenyl)-2-oxoethyl] -3-(hydroxymethyl)piperazine-1-carboxylate: 5-(Bromoacetyl)-2-fluorobenzonitrile (590 mg, 2.44 mmol) and (S)-4-N-BOC-2-hydroxymethyl-piperazine (527 mg, 2.44 mmol) were dissolved in THF (40 mL) at 0C thenTEA (247 mg, 2.44 mmol) was added. The reaction mixture was stirred at RT for 16 h, thenpoured into water and extracted with ethyl acetate. The organic layer was dried over Na2SO4,filtered, and evaporated to dryness. The crude product was purified by MPLC through an 80gRedi-sep column using 0-100% EtOAc/hexane to yield the title compound., 314741-40-7

The synthetic route of 314741-40-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DEJESUS, Reynalda, Keh; FRIE, Jessica, L.; PIO, Barbara; TANG, Haifeng; WALSH, Shawn, P.; WO2014/99633; (2014); 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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step D: tert-butyl (3S)-4-[2-(3-cyano-4-fluoro-2-methylphenyl)-2-hydroxyethyl]-3-(hydroxymethyl)piperazine~1~carboxylate: 6-Fluoro-2-methyl-3-(oxiran-2-yl)benzonitrile (12.0g, 67.7 mmol) and (S)-4-N-BOC-2-hydroxymethylpiperazine (22.0 g. 102 mmol) were suspendedin ethanol (100 mL) then heated in a microwave apparatus for 30 minutes at 150 C. Thereaction mixture was cooled and evaporated dryness. The residue was purified by MPLC chromatography through a 330g Redi-sep column eluting with 5%MeOH/95% EtOAc solventsystem to yield the title compound. LC-MS: M+ 1 = 394., 314741-40-7

314741-40-7 (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820294, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; WO2013/28474; (2013); 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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Ethyl-7-r(2S)-4-(tgrt-butoxycarbonyl)-2-(hydroxymethvDpiperazin-l-vn-l- cyclopropyl-6-fluoro-8-formyl-4-oxo-l,4-dihvdroquinoline-3-carboxylate (3)tert-Butyl-(3S)-3-(hydroxymethyl)piperazine-l-carboxylate (1) (0.543 g,0.00251 mol) and N-methylpyrrolidinone (20 mL) were added to a 40 mL vial. Ethyl- 1 -cyclopropyl-6,7-difluoro-8-formyl-4-oxo- 1 ,4-dihydroquinoline-3-carboxylate (2) (0.807 g, 0.00251 mol) and N,N-diisopropylethylamine (1.31 mL, 0.00753 mol) were added and the reaction was heated at 50 C overnight. The reaction was checked by HPLC and LC/MS and was shown to be -50% complete. The heat was increased to 75 C overnight. HPLC showed the reaction to be -85% complete with an impurity forming. The reaction was stopped and the mixture was diluted with water. The aqueous was extracted with ethyl acetate (3 x 150 mL). The combined organic layers were washed with water (3 x 50 mL) and brine (25 mL). The organic layer was then dried with sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by silica gel chromatography on 120 g of silica gel using 15% to 50% acetone in dichloromethane as the eluent to afford 800 mg (62%) of the desired product (3) as a yellow solid. MS ES+ 518.2 m/z for [C26H32FN307+H]+; MS ES” 516.2 m/z for [C26H32FN307-H], 314741-40-7

314741-40-7 (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820294, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ACHAOGEN, INC.; WAGMAN, Allan, Scott; MOSER, Heinz, Ernst; MCENROE, Glenn, A.; AGGEN, James, Bradley; LINSELL, Martin, Sheringham; GOLDBLUM, Adam, Aaron; SIMONS, Lloyd, J.; BELLIOTTI, Thomas, R.; HARRIS, Christina, R.; POEL, Toni-Jo; MELNICK, Michael, J.; GASTON, Ricky, D.; GRIFFIN, John, H.; WO2011/31740; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

314741-40-7, (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step H: tert-butyl(3S)-3-(hydroxymethyl?j-4-[2-hydroxy-2-(6-methyl- 1-oxo- 1 ,3-dihydro-2- benzofuran-5-yl)ethyll piperazine- 1 -carboxylate: A mixture of 6-methyl-5- (oxiran-2-yl)-2- benzofuran-1(311)-one (750 mg, 3.95 mmol) and tert-butyl (3S)-3-(hydroxymethyl)piperazine-1- carboxylate (1.02 g, 4.74 mmol) in EtOH (5 mL) was reacted under microwave condition (140C) for 90 mm. After cooling to r.t., the mixture was concentrated to dryness. The residue was purified by prep-TLC to give title compound., 314741-40-7

The synthetic route of 314741-40-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DEJESUS, Reynalda, Keh; FRIE, Jessica, L.; PIO, Barbara; TANG, Haifeng; WALSH, Shawn, P.; WO2014/99633; (2014); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

314741-40-7, (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

30 mL DMSO was stirred in room temperature and was added A1Sa (3.0 g, 18.8 mmol), compound A1Sb (3.0 g, 13.8 mmol, 100% ee) and KOH (2.4 g, 42.8 mmol) in turn. The reaction mixture was heated to 30 C. and stirred for 3 hours. The reaction was cooled to room temperature when it was finished, and was added 300 mL water, then the solid was precipitated from the solution, the mixture was stirred overnight at room temperature, and was filtrated. The filtrate were added to mixed solution (petroleum ether/EAOAc=5:1, 25 mL), and stirred for half hour at room temperature, and filtrated to afford yellow solid compound A1Sc (3.0 g, yield 64%). MS 336.2 [M+H]+., 314741-40-7

The synthetic route of 314741-40-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hangzhou Innogate Pharma Co., Ltd.; ZHANG, Hancheng; LIU, Shifeng; YE, Xiangyang; (92 pag.)US2019/308993; (2019); 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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,314741-40-7

Step E: tert-butyl(3S)-4-[2-(5-cyano-4-methylthiophen-3-yl)-2-hydroxyethyl]-3-(hydroxymethyl)piperazine-1-carboxylate: A mixture of 3-methyl-4-(oxiran-2-yl) thiophene-2-carbonitrile (1.3 g, 7.9 mmol) and tert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate(2.0 g, 9.5 mmol) in 5 mL ofEtOH was heated in a microwave apparatus at 140 C for 90 minutes and then cooled down. The reaction mixture was concentrated, and the residue waspurified by column chromatography (DCM : MeOH = 10 :1) to afford the title compound.

314741-40-7 (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820294, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; WO2013/28474; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics