Downstream synthetic route of 110238-91-0

As the paragraph descriping shows that 110238-91-0 is playing an increasingly important role.

110238-91-0, Methyl tetrahydro-2H-pyran-4-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Methyl tetrahydro-2H-pyran-4-carboxylate (10 g, 69 mmol) was stirred in ammonium hydroxide(35percent, 500 mL) for 2 d. The reaction mixture was concentrated in vacuo. The white residual solid wasrecrystallized from ethanol to give oxane-4-carboxamide (6.1 g, 69 percent) as colourless plates.1H-NMR (CDCl3, 500 MHz): 3.86 (2H, dt, J 11.4, 3.3, 2¡Á2-HA), 3.38?3.29 (2H, m, 2¡Á2-HB), 2.43?2.31(1H, m, 4-H), 1.71?1.56 (4H, m, 2¡Á3-H2);13C-NMR (CDCl3, 75 MHz): 180.3, 68.3, 42.5, 30.4;HRMS (ESI+): Calculated for C6H11NaNO ([M+Na]+): 152.0682. Found: 152.0678, Delta ?2.6 ppm., 110238-91-0

As the paragraph descriping shows that 110238-91-0 is playing an increasingly important role.

Reference£º
Article; Craven, Philip; Aimon, Anthony; Dow, Mark; Fleury-Bregeot, Nicolas; Guilleux, Rachel; Morgentin, Remy; Roche, Didier; Kalliokoski, Tuomo; Foster, Richard; Marsden, Stephen P.; Nelson, Adam; Bioorganic and Medicinal Chemistry; vol. 23; 11; (2015); p. 2629 – 2635;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 110238-91-0

110238-91-0, The synthetic route of 110238-91-0 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.110238-91-0,Methyl tetrahydro-2H-pyran-4-carboxylate,as a common compound, the synthetic route is as follows.

Synthesis of 2-Methyl-2-(tetrahydro-pyran-4-ylmethanesulfonyl)-propionic acid Step 1: Synthesis of (Tetrahydro-pyran-4-yl)-methanol To a solution of 250 mL of LiAlH4 (2.3M solution in THF, 0.575 mol) in THF (200 mL) is added dropwise a solution of 130 mL (0.974 mol) of tetrahydro-pyran-4-carboxylic acid methyl ester in THF (900 mL) under nitrogen atmosphere (CAUTION: highly exothermic reaction.). The temperature is kept at 40-45 C with an ice-bath. Upon complete addition, the reaction is stirred at room temperature for 1.5 h. The reaction is cooled in an ice-bath and quenched with addition of water (22 mL), 15% aqueous NaOH solution (21 mL) and water (66 mL). The resulting precipitate is removed by filtration through Celite and is rinsed with THF (300 mL). The filtrate is concentrated under reduced pressure to afford 102.5 g of (tetrahydro-pyran-4-yl)-methanol as a colorless oil. Yield: 91%; 1H NMR (400 MHz, CHLOROFORM- d) delta ppm 1.20 – 1.39 (2 H, m), 1.56 – 1.83 (3 H, m), 2.03 (1 H, br. s.), 3.29 – 3.52 (4 H, m), 3.89 – 4.05 (2 H, m)

110238-91-0, The synthetic route of 110238-91-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BERRY, Angela; RIETHER, Doris; ERMANN, Monika; JENKINS, James Edward; MUSHI, Innocent; WO2011/88015; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 110238-91-0

110238-91-0 Methyl tetrahydro-2H-pyran-4-carboxylate 2773520, aTetrahydropyrans compound, is more and more widely used in various fields.

110238-91-0, Methyl tetrahydro-2H-pyran-4-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Acid Method B:Synthesis of Compound B6Step 1: Synthesis of Compound B2To a solution of 250 mL of LiAlH4 (2.3M solution in THF, 0.575 mol) in THF (200 mL) is added dropwise a solution of 130 mL (0.974 mol) of compound B l in THF (900 mL) under nitrogen atmosphere (CAUTION: highly exothermic reaction.). The temperature is kept at 40-45 C with an ice-bath. Upon complete addition, the reaction is stirred at room temperature for 1.5 h. The reaction is cooled in an ice-bath and quenched with addition of water (22 mL), 15% aqueous NaOH solution (21 mL) and water (66 mL). The resulting precipitate is removed by filtration through Celite and is rinsed with THF (300 mL). The filtrate is concentrated under reduced pressure to afford 102.5 g of compound B2 as a clear oil. Yield: 91%; ]H-NMR (400 MHz, CHLOROFORM-d) delta ppm 1.20 – 1.39 (2 H, m), 1.56 – 1.83 (3 H, m), 2.03 (1 H, br. s.), 3.29 – 3.52 (4 H, m), 3.89 – 4.05 (2 H, m), 110238-91-0

110238-91-0 Methyl tetrahydro-2H-pyran-4-carboxylate 2773520, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; ZINDELL, Renee, M.; ERMANN, Monika; WO2011/109324; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 110238-91-0

As the paragraph descriping shows that 110238-91-0 is playing an increasingly important role.

110238-91-0, Methyl tetrahydro-2H-pyran-4-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of methyl tetrahydro-2H-pyran-4-carboxylate (3 g, 21 mmol) in tetrahydrofuran (30 mL) undernitrogen atmosphere was slowly added lithium aluminum hydride (1.18g, 31 mmol) in batches at 0C. The reaction wasstirred at 0C for 1 hour, then carefully quenched with H2O (1.2 mL), NaOH (1.2 mL, 15%), H2O (3.6 mL) successivelyand stirred for 20 minutes. The mixture was filtered and the filtrate was concentrated to give the title compound (2.1 g,87% yield) as a colorless liquid. 1H NMR (400 MHz, CHLOROFORM-d) ppm 4.00 (dd, J=4.02, 11.04 Hz, 1H), 3.51 (t,J=5.77 Hz, 1H), 3.41 (dt, J=1.76, 11.67 Hz, 1H), 1.70-1.81 (m, 1H), 1.66 (d, J=13.05 Hz, 2H), 1.27-1.40 (m, 3H)., 110238-91-0

As the paragraph descriping shows that 110238-91-0 is playing an increasingly important role.

Reference£º
Patent; Harbin Zhenbao Pharmaceutical Co., Ltd.; Medshine Discovery Inc.; CHEN, Shuhui; CHEN, Zhengxia; DAI, Meibi; XIE, Cheng; LI, Peng; ZHANG, Yang; LIANG, Guibai; WANG, Qiang; LIAO, Jiangpeng; SUN, Fei; HU, Guoping; LI, Jian; (166 pag.)EP3333157; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 110238-91-0

110238-91-0, As the paragraph descriping shows that 110238-91-0 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.110238-91-0,Methyl tetrahydro-2H-pyran-4-carboxylate,as a common compound, the synthetic route is as follows.

Preparation 3: (Tetrahydropyran-4-yl)methanol To a suspension Of LiAlH4 (56g, 1.47mol) in diethyl ether (2L) under argon was added methyl tetrahydro-2H-pyran-4-carboxylate (27Og, 1.88mol) in diethyl ether (ca.20OmL) under reflux over a period of 1.75h. After addition was complete reflux was continued for a further Ih. TLC (diethyl ether) indicated a small amount of ester remained, so further LiAlH4 (1Og, 0.26mol) was added and reflux continued for Ih. Water (66mL) was added, then 15% NaOH solution (66mL), followed by further water (198mL). The solid was filtered and dried to give the crude product, which was redissolved in DCM (800 ml), dried(MgSO4), filtered and the solvent removed to afford the title compound (207g, 94% yield). NMR was consistent with the above structure.

110238-91-0, As the paragraph descriping shows that 110238-91-0 is playing an increasingly important role.

Reference£º
Patent; Prosidion Ltd; WO2007/51845; (2007); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 110238-91-0

110238-91-0 Methyl tetrahydro-2H-pyran-4-carboxylate 2773520, aTetrahydropyrans compound, is more and more widely used in various.

110238-91-0, Methyl tetrahydro-2H-pyran-4-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 5: (Tetrahydropyran-4-yl)methanoI; OHTo a suspension of LiAltL, (56g, 1.47mol) in diethyl ether (2L) under argon was added methyl tetrahydro-2H-pyran-4-carboxylate (270g, 1.88mol) in diethyl ether (ca. 200mL) under reflux over a period of 1.75h. After addition was complete reflux was continued for a further lh. TLC (diethyl ether) indicated a small amount of ester remained, so further LiAltLt (lOg, 0.26mol) was added and reflux continued for lh. Water (66mL) was added, then 15% NaOH solution (66mL), followed by further water (198mL). The solid was filtered and dried to give the crude product, which was redissolved in DCM (800 ml), dried (MgS04),filtered and the solvent removed to afford the title compound (207 g, 94% yield). NMR was consistent with the above structure., 110238-91-0

110238-91-0 Methyl tetrahydro-2H-pyran-4-carboxylate 2773520, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; PROSIDION LIMITED; WO2006/16178; (2006); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 110238-91-0

The synthetic route of 110238-91-0 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.110238-91-0,Methyl tetrahydro-2H-pyran-4-carboxylate,as a common compound, the synthetic route is as follows.

Methyl tetrahydro-2H-pyran-4-carboxylate (5 g, 34.68 mmol, 1.0 equiv) was dissolved in THE (60 mL) and methanol (10 mL). Sodium borohydride (2.62 g, 69.36 mmol, 2.0 equiv) was added in portions and the reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was quenched with saturated aqueous ammonium chloride solution and extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate and concentrated to afford the desired product 3.1.22a (3.2 g, 80 % yield). 1H NMR (400 MHz, DMSO) 6 3.96 – 3.75 (m, 2H), 3.66 – 3.58 (m, 2H), 3.36 (dd, J = 6.9, 4.7 Hz, 2H), 3.33-3.17 (m, 2H), 1.81-1.70 (m, 2H), 1.63-1.48 (m, 2H).

The synthetic route of 110238-91-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; FU, Jiping; LEE, Patrick; MADERA, Ann Marie; SWEENEY, Zachary Kevin; WO2015/66413; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 110238-91-0

The synthetic route of 110238-91-0 has been constantly updated, and we look forward to future research findings.

110238-91-0, Methyl tetrahydro-2H-pyran-4-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 3: (Tetrahydropyran-4-yl)methanoI; To a suspension of LiAlFL, (56g, 1.47mol) in diethyl ether (2L) under argon was added methyl tetrahydro-2H-pyran-4-carboxylate (270g, 1.88mol) in diethyl ether (ca. 200mL) under reflux over a period of 1.75h. After addition was complete reflux was continued for a further lh. TLC (diethyl ether) indicated a small amount of ester remained, so further LiAlFL, (lOg, 0.26mol) was added and reflux continued for lh. Water (66mL) was added, then 15% NaOH solution (66mL), followed by further water (198mL). The solid was filtered and dried to give the crude product, which was redissolved in DCM (800 ml), dried (MgS04),filtered and the solvent removed to afford the title compound (207 g, 94% yield). NMR was consistent with the above structure.

The synthetic route of 110238-91-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PROSIDION LIMITED; WO2006/16174; (2006); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 110238-91-0

110238-91-0 Methyl tetrahydro-2H-pyran-4-carboxylate 2773520, aTetrahydropyrans compound, is more and more widely used in various.

110238-91-0, Methyl tetrahydro-2H-pyran-4-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Ammonium hydroxide (1 L) was added to a solution of methyl tetrahydro-2H- pyran-4-carboxylate (20 ML, 150 mmol) in methanol (500 mL), and the reaction was stirred overnight at ambient temperature. Additional ammonium hydroxide (500 ML) was added, and the reaction was stirred for four additional days. The methanol was removed under reduced pressure. Solid sodium chloride was added to the aqueous layer, which was extracted with chloroform (3 x 150 mL). The combined extracts were dried over sodium sulfate, filtered, and concentrated under reduced pressure to provide 11.4 g of tetrahydro- 2H-PYRAN-4-CARBOXAMIDE as a white solid.

110238-91-0 Methyl tetrahydro-2H-pyran-4-carboxylate 2773520, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2005/20999; (2005); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 110238-91-0

The synthetic route of 110238-91-0 has been constantly updated, and we look forward to future research findings.

110238-91-0, Methyl tetrahydro-2H-pyran-4-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: Synthesis of (tetrahydro-2H-pyran-4-yl) methanol: To a stirred solution of LAH (1M in THF, 20.8 mL, 20.82 mmol) in dry THF (50 mL) at 0 C, methyl tetrahydro-2H-pyran-4-carboxylate (5 g, 34.7 mmol) was added under nitrogen atmosphere. The resulting reaction mixture was stirred at rt for 3 h. The progress of the reaction was monitored by TLC. Upon completion the reaction was quenched with water and with 15% aq. NaOH. The precipitated solid was filtered through a bed of celite and the residue was washed with THF. The filtrate was concentrated under reduced pressure to afford the title compound (3.9 g, 97%) which was used in the subsequent step without further purification.

The synthetic route of 110238-91-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; WO2015/10078; (2015); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics