Simple exploration of (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate

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

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

Analyzing the synthesis route of (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate

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

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

5-(Oxiran-2-yl)-2-benzofuran-1(3H)-one (1.5 g, 8.5 mmol) and commercially ayailable (S)-4-N-BOC-2-hydroxymethyl piperazine (2.394 g, 11.07 mmol) were combined in ethanol (10 mL) in a microwaye tube. The mixture was degassed then heatedfor 60 min at 150 C. Lc-MS showed the product peak. The reaction was worked up by adding ethyl acetate and washing once with brine. The organie layer was separated, dried, and concentrated to dryness. The crude product was purified by MPLC using an 80g Redi-sep column and eluted with 50%-100% EtOAc/ hexane yielding 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; DE JESUS, Reynalda, Keh; DING, Fa-xiang; DONG, Shuzhi; FRIE, Jessica; GU, Xin; JIANG, Jinlong; SHAHRIPOUR, Aurash; PIO, Barbara; TANG, Haifeng; WALSH, Shawn; WO2014/126944; (2014); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate

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

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 A: (S)-tert-butyl 4-((S)-2-hydroxy-2-( 4-methyl-1-oxo-1 ,3-dihydroisobenzofuran-5-yl)ethyl)-3-(hydroxymethyl)piperazine-1-carboxylate: (S)-4-Methyl-5-( oxiran-2-yl)isobenzofuran-1 (3H)one(0.75g, 3.95 mmol) and (S)-tert-butyl3-(hydroxymethyl)piperazine-1-carboxylate (1.02 g,4.73 mmol) in ethanol (12 mL) were heated in microwave at 150 oc for 1.5 h. The reaction solution was concentrated and the residue was purified by MPLC on a Biotage system using 40-100% ethyl acetate/hexane to give the title compound. LC/MS: (M+1)+: 407.15., 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.; 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

Some tips on (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate

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.

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

Intermediate 45: 1 ,1-dimethylethyl (3S)-4-ethyl-3-(hvdroxymethyl)-1- p i perazi necarboxyl ate; 1 , 1-dimethylethyl (3S)-3-(hydroxymethyl)-1-piperazinecarboxylate (Commercial: e.g. Activate Scientific) (0.5g, 2.312 mmol) and acetaldehyde (0.209 ml, 3.70 mmol) were dissolved in Methanol (10ml) 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 (x3). 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 (0.546g)LCMS (Method B): Rt = 0.45 min, MH+ = 245

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; 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; WO2012/123312; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 314741-40-7

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

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

6-fluoro-2-methoxy-3-(oxiran-2-yl)benzonitrile (1.4 g, 7.3 mmol) and (S)-4-N-BOC-2-hydroxymethylpiperazine(3.13 g, 14.5 mmol) were suspended in ethanol (15 mL) then heated in a microwave apparatus for 60min at 150 C. The reaction mixture was cooled and evaporated to dryness. The residue was purified by chromatographythrough a 40g Redi-sep column and eluting with 5%MeOH/95% EtOAc to yield the title compound: LCMS:M+1 = 410;, 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; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; (128 pag.)EP2744499; (2016); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 314741-40-7

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

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, To a stirred solution of tert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate (5.0 g, 23.1 mmol) and imidazole (2.36 g, 34.7 mmol) in DCM (25 ml) was added tert-butyl(chloro)dimethylsilane (3.59 g, 23.8 mmol). The reaction was stirred at ambient temperature for 72 hours. The reaction mixture was diluted with sat. aq. NaHCO3 (50 ml) and the organic layer separated. The aqueous layer was extracted with DCM (2¡Á30 ml), the combined organics were dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by flash column chromatography, with a gradient from 10% to 100% EtOAc in heptane. The product contain fractions were combined and reduced in vacuo to yield the title compound as a yellow oil (7.0 g, 92% yield). 1H NMR (250 MHz, Chloroform-d) delta 3.85 (d, J=11.9 Hz, 2H), 3.53 (dd, J=9.8, 4.3 Hz, 1H), 3.41 (dd, J=9.8, 7.0 Hz, 1H), 3.00-2.86 (m, 1H), 2.85-2.57 (m, 3H), 2.57-2.36 (m, 1H), 1.40 (s, 9H), 0.84 (s, 9H), 0.00 (s, 6H). LCMS Method 1 [ELS]-Tr=0.92 min (ES+) (M+H+) 331.25.

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

Reference£º
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (519 pag.)US2018/127370; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate

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

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

314741-40-7, 4-Methyl-5-oxiran-2-yl-2-benzofuran- 1 (3H)-one (3.00 g, 15.8 mmol) and (S)-4-N-BOC-2-hydroxymethylpiperazine (5.12 g. 23.7 mmol) were suspended in ethanol (10 mL) in a 20 m microwaye tube. The reaction mixture was degassedand heated in a microwaye apparatus for 30 min at 150C. The reaction mixture was eyaporated to dryness, then chromatographed through a 330g Redi-sep column and eluted with a solyentsystem of 1:1 EtOAc/hexane to 100% EtOAc to yield the title compound. LC-MS : M+1= 407.

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; DE JESUS, Reynalda, Keh; DING, Fa-xiang; DONG, Shuzhi; FRIE, Jessica; GU, Xin; JIANG, Jinlong; SHAHRIPOUR, Aurash; PIO, Barbara; TANG, Haifeng; WALSH, Shawn; WO2014/126944; (2014); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate

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

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 C: tert-butyl (38)-4-[2-(3-cyano-4-methoxy-2-methylphenyl)-2-oxoethyli-3-(hydroxymethyl)piperazine-1-carboxylate: To a solution of the 3-(bromoacetyl)-6-methoxy-2-methylbenzonitrile (2.25 g, 8.40 mmol) in THF was added tert-butyl (38)-3- (hydroxymethyl)piperazine-1-carboxylate (2.18 g, 10.8 mmol) and Hunig?s Base (2.93 mL, 16.8 mmol). The reaction was allowed to stir at RT for 16 hours. TLC showed good reaction at that point. The crude reaction was adsorbed onto silica gel, and purified by silica gel flash chromatography to afford 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.; 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

Brief introduction of 314741-40-7

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

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, 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 of EtOH was heated in a microwave apparatus at140 C for 90 minutes and then cooled down. The reaction mixture was concentrated, and the residue was purifiedby column chromatography (DCM : MeOH = 10 :1) to afford the title compound.

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; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; (128 pag.)EP2744499; (2016); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 314741-40-7

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

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

60% Sodium hydride (104 mg, 2.61 mmol) was added portionwise to te/t-butyl (S)-3- (hydroxymethyl)piperazine-l-carboxylate (414 mg, 1.91 mmol) in THF (5 ml) cooled to 0C over a period of 5 minutes, under nitrogen. The resulting mixture was stirred at 0C for 10 minutes then allowed to warm to room temperature and stirred for 30 minutes. 7-Bromo-5-fluoroquinazolin-4-ol (423 mg, 1.74 mmol) was added and the mixture heated at 65C and stirred for 4 hours. The reaction mixture was cooled to room temperature then 60% sodium hydride (104 mg, 2.61 mmol) added, then heated to 65C and stirred for a further 16 hours. The reaction mixture was diluted with EtOAc (100 ml), washed with water (10 ml) and the aqueous washing was extracted with EtOAc (50 ml). The organic phases were combined, dried with MgS04, filtered and evaporated to afford crude product. This was purified by flash silica chromatography, elution gradient 0 to 80% EtOAc in heptane, then 0- 20% MeOH in DCM. Pure fractions were evaporated to dryness to afford te/t-butyl (5)-3-(((7-bromo-4- hydroxyquinazolin-5-yl)oxy)methyl)piperazine-l-carboxylate (491 mg, 64%) as a white solid. IH NM (500 M Hz, DMSO, 27C) 1.38 (9H, s), 2.53 – 2.67 (2H, m), 2.78 (2H, s), 2.90 (2H, dd), 3.72 (IH, d), 3.86 – 3.98 (2H, m), 4.13 (IH, s), 7.19 (IH, d), 7.36 (IH, d), 8.00 (IH, s), 11.96 (IH, s). m/z: ES+ [M+H]+ 439

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

Reference£º
Patent; ASTRAZENECA AB; KETTLE, Jason, Grant; BAGAL, Sharanjeet, Kaur; BOYD, Scott; EATHERTON, Andrew, John; FILLERY, Shaun, Michael; ROBB, Graeme, Richard; RAUBO, Piotr, Antoni; (144 pag.)WO2018/206539; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics