Category: 127956-11-0

127956-11-0, Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 10: 2-Chloromethyl-3, 5, 7, 8-tetrahydro-pyrano[4, 3-d]pyrimidin-4-one A mixture of crude 4-oxo-tetrahydro-pyran-3-carboxylic acid methyl ester (1780 g, 1 1 mol) and NEt3 (830 g, 8.2 mol) in MeOH (3560 mL) was cooled to 0C under N2. A solution of 2-chloro-acetamidine (567 g, 4.4 mol) in 890 mL of MeOH was added dropwise over 50 minutes. The reaction mixture was stirred at 0C for 30 minutes and then at about 20C for 16 hours. LCMS at 215nm and TLC (DCM:MeOH=10:1 ) analysis showed that most of 4-oxo-tetrahydro-pyran-3-carboxylic acid methyl ester was consumed. The mixture was then filtered and concentrated to give black oil, which was subsequently purified by flash column chromatography on silica gel and eluted with DCM to give yellow solid/oil mixture, which was further triturated with MTBE (-1200 mL) and H20: CHsCN: EA=1 :1 :2 (-600 mL) to give the title compound as a white solid (318 g). MS m/z 201.2 (M+H). CHN analysis: calculated (results). C 47.89 (47.95), H 4.52 (4.401 ), N 13.96 (13.76).

127956-11-0, 127956-11-0 Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate 14666555, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; CHEN, Zhuoliang; CHEUNG, Atwood, Kim; CHIN, Donovan, Noel; FAN, Jianmei; MILLER-MOSLIN, Karen, Marie; SHULTZ, Michael, David; SMITH, Troy, D.; TOMLINSON, Ronald, Charles; TOURE, Bakary-Barry; VISSER, Michael, Scott; WO2013/12723; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.127956-11-0,Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate,as a common compound, the synthetic route is as follows.

Step 2: 5-(Methoxycarbonyl)-tetrahydro-4-oxo-2H-pyran-3-carboxylic acid; Methyl tetrahydro-4-oxo-2H-pyran-3-carboxylate (18.6 mmol) is heated with a magnesium methyl carbonate solution (1.94M; 80 mL) at 120-1300C for 6 hours. After hydrolysis the crude product is extracted into ether, dried, and isolated. Crystallization from methanol gives the pure product. See Stiles, J. Am. Chem. Soc. 1959, 81, 2598.

127956-11-0, The synthetic route of 127956-11-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SYNDAX PHARMACEUTICALS, INC.; WO2009/49018; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

127956-11-0, Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Oxotetrahydro-2H-pyran-3-carboxylate (1 g, 6.3 mmol)Was dissolved in acetonitrile (50 mL) and thiourea (722 mg, 9.5 mmol) and DBU (1.15 g, 7.6 mmol) were added,85 C for 2 hours. The reaction was completed, cooled to room temperature, evaporated to dryness solvent, 20mL of water was added, the pH was adjusted to acidic with concentrated hydrochloric acid, precipitated solid, filtered and the filter cake was dried to give 900mg, yield: 77.6%., 127956-11-0

The synthetic route of 127956-11-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wu Yongqian; Qi Qu; Zu Chao; (36 pag.)CN107226808; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.127956-11-0,Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate,as a common compound, the synthetic route is as follows.

Example 204B 3,3-Dimethyl- l,5,9-trioxa-spiro[5.5]undecane-7-carboxylic acid methyl ester A mixture of Example 204A (5 g, 31 mmol), 2,2-dimethyl-propane-l,3-diol (4.27 g, 41 mmol) and toluene-4-sulfonic acid (200 mg) in toluene (60 mL) was refluxed overnight using Dean- Stark trap. After cooling to room temperature, the reaction mixture was quenched with a saturated NaHC(? (100 mL) solution. The aqeous layer was extracted with ethyl acetate (200 mL). The combined organic layers were washed with brine, dried over Na2S04, filtered, and concentrated in vacuo. The residue was purified by column chromatography (petroleum ether/ethyl acetate: 10/2) to provide the title compound (5 g, 65%) as a red oil.

127956-11-0, The synthetic route of 127956-11-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; WANG, Xueqing; MEYER, Michael; YAO, Betty; GUO, Tao; WEI, Guo Ping,Robert; WANG, Lijuan, Jane; WO2013/10453; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.127956-11-0,Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate,as a common compound, the synthetic route is as follows.

[0523] To the mixture of 2-ethylisothiourea (9.07 g, 49.00 mmol, HBr salt) in H20 (50.00 mL) under dark was added Na2C03 (5.19 g, 49.00 mmol). Then to the mixture was added methyl 4-oxotetrahydro-2H-pyran-3-carboxylate (7.75 g, 49.00 mmol). The mixture was stirred under dark at 25 C for 16 h TLC (petroleum ether/EtOAc=l : 1, Rf=0.3) showed one new main spot. The mixture was filtered, the solid was washed with water (30 mL), petroleum ether/EtOAc=20: l (20 mL). Then the solid was dried under reduced pressure to afford the title compound (8.01 g, crude) as an off-white solid. 1H NMR (400 MHz, DMSO-i/6) delta 10.69 (s, 1H), 5.87 (s, 1H), 3.83 (s, 1H), 3.63-3.49 (m, 3H), 3.00-2.89 (m, 2H), 2.40 (s, 1H), 1.24 (t, J= 7.2 Hz, 3H)., 127956-11-0

The synthetic route of 127956-11-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KADMON CORPORATION, LLC; OLSZEWSKI, Kellen; KIM, Ji-In; POYUROVSKY, Masha; LIU, Kevin; BARSOTTI, Anthony; MORRIS, Koi; (344 pag.)WO2016/210330; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

127956-11-0, Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

127956-11-0, A mixture of crude 4-oxo-tetrahydro-pyran-3-carboxylic acid methyl ester (1780 g, 1 1 mol) and triethylamine (830 g, 8.2 mol) in MeOH (3560 mL) was cooled to 0C under N2. A solution of 2-chloro-acetamidine (567 g, 4.4 mol) in 890 mL of MeOH was added dropwise over 50 minutes. The reaction mixture was stirred at 0C for 30 minutes and then at about 20C for 16 hours. LCMS at 215nm and TLC (DCM:MeOH=10:1) analysis showed that most of 4-oxo-tetrahydro-pyran-3-carboxylic acid methyl ester was consumed. The mixture was then filtered and concentrated to give black oil, which was subsequently purified by flash column chromatography on silica gel and eluted with DCM to give yellow solid/oil mixture, which was further triturated with MTBE (-1200 mL) and H20: CH3CN: EA=1 :1 :2 (-600 mL) to give the title compound as a white solid (318 g). MS m/z 201 .2 (M+H). CHN analysis: calculated (results). C 47.89 (47.95), H 4.52 (4.401), N 13.96 (13.76).

As the paragraph descriping shows that 127956-11-0 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; CHEN, Christine Hiu-Tung; CHIN, Noel Chin; DIPIETRO, Lucian V.; FAN, Jianme; PALERMO, Mark G; SHULTZ, Michael David; TOURE, Bakary-Barry; WO2013/8217; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

127956-11-0, Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 9 2-Phenyl-3,5,7,8-tetrahydropyrano[4,3-d]pyrimidin-4-one A solution of methyl 4-oxotetrahydropyrane-3-carboxylate (112 mg) and benzamidine hydrochloride (470 mg) in methanol (2 ml) was added with potassium carbonate (100 mg) and heated under reflux for 3 hours. The reaction mixture was cooled, then poured into water, and extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate and then evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to obtain the above-titled product (90 mg). 1H-NMR (CDCl3) delta: 2.83 (2H, t, J=5.6Hz), 4.02(2H, t, J=5.6Hz), 4.67 (2H, s), 7.50-7.60 (3H, m), 8.08-8.12(2H, m). Mass (EI, m/z): 228(M+)., 127956-11-0

As the paragraph descriping shows that 127956-11-0 is playing an increasingly important role.

Reference£º
Patent; Meiji Seika Kaisha, Ltd.; EP1142881; (2001); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.127956-11-0,Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate,as a common compound, the synthetic route is as follows.

To a suspension ofguanidine hydrochloride (906 mg, 9.48 mmol) in ethanol (30 mL) was added sodium ethoxide (4.03 mL, 9.48 mmol) and the resulting mixture was stirred at room temperature for 10 mm before addition of methyl 4-oxotetrahydro-2H-pyran-3- carboxylate (1 .00 g, 6.32 mmol) in ethanol (35 mL). The reaction mixture was heatedat 80 00 overnight then concentrated to dryness, the residue was diluted with water and the pH was adjusted to 4 with HCI (iN, aq.). The resulting mixture was stirred at room temperature for 2 hours. The precipitated solids were isolated by filtration, washed with water and dried in vacuo to give the titled compound as a light yellow solid (860 mg, 81%).1H NMR (400 MHz, DMSO-d6) 6 ppm 2.36 (t, J = 5.56 Hz, 2 H),3.77 (t, J = 5.56 Hz, 2 H), 4.24 (s, 2 H), 6.34 (s, 2 H), 10.78 (s, 1 H)., 127956-11-0

As the paragraph descriping shows that 127956-11-0 is playing an increasingly important role.

Reference£º
Patent; JANSSEN SCIENCES IRELAND UC; JONCKERS, Tim, Hugo, Maria; RABOISSON, Pierre, Jean-Marie, Bernard; GUILLEMONT, Jerome, Emile, Georges; MC GOWAN, David, Craig; EMBRECHTS, Werner, Constant, Johan; COOYMANS, Ludwig, Paul; CALMUS, Laurent; (18 pag.)WO2018/2319; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

127956-11-0, Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2c (5.5g, 34.97mmol) and ammonium acetate (8.1g, 104.9mmol) in methanol (100mL) were stirred at room temperature overnight. The mixture was concentrated in vacuo, and diluted with water (50mL) and extracted with DCM (50mL¡Á3). The separated organic layer was dried over Na2SO4 and concentrated in vacuo. The resulting crude methyl 4-amino-5,6-dihydro-2H-pyran-3-carboxylate 3c was then dissolved in acetonitrile (50mL), and 2,2,2-trichloroacetyl isocyanate (7.2g, 38.46mmol) was added. The resulting mixture was stirred for 30min, and the precipitated solids were collected and dissolved in a solution of ammonia in methanol (10mL, 7N). Then the resulting mixture was heated at 70C for 1h. The reaction was cooled down and the precipitated solids were collected and dried to afford the diol (4c) (3.8g, yield 65%, purity 97%) as a white solid. MS (ESI) m/z 169.2 [M+H]+., 127956-11-0

The synthetic route of 127956-11-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Xueyuan; Bai, Enhe; Zhou, Hui; Sha, Sijia; Miao, Hang; Qin, Yanru; Liu, Zhaogang; Wang, Jia; Zhang, Haoyang; Lei, Meng; Liu, Jia; Hai, Ou; Zhu, Yongqiang; Bioorganic and Medicinal Chemistry; vol. 27; 3; (2019); p. 533 – 544;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics