Simple exploration of 219823-47-9

As the paragraph descriping shows that 219823-47-9 is playing an increasingly important role.

219823-47-9, (R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Acetic acid (5S,6S,7R,8S)-7,8-diacetoxy-5-[4-chloro-3-(4-hydroxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-6-yl ester (120 mg, 0.22 mmole) in DMF (3 mL), cesium carbonate (85 mg, 0.27 mmole), Toluene-4-sulfonic acid (R)-(tetrahydro-furan-3-yl)ester (65 mg, 0.27 mmole) was added at room temperature and heated at 60 C. for 6 hours. The reaction mixture was diluted with water (20 mL), and extracted with dichloromethane (2¡Á50 mL). Crude (5S,6S,7R,8S)-5-(4-chloro-3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)phenyl)-4-oxaspiro[2.5]octane-6,7,8-triyl triacetate obtained after the removal of solvent used for next step without purification., 219823-47-9

As the paragraph descriping shows that 219823-47-9 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; US2012/196813; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

New learning discoveries about 219823-47-9

219823-47-9, The synthetic route of 219823-47-9 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.219823-47-9,(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

4-(3-(3-Fluoro-4-hydroxyphenyl)-4,4-dimethyl-5-oxo-2-thioxoimidazolidin-1-yl)-2 -(trifluoromethyl)benzonitrile 1e (80 mg, 0.19 mmol) was placed in a reaction flask, followed by addition of (R)-tetrahydrofuran-3-yl-4-methylbenzenesulfonate 2a (92 mg, 0.38 mmol, prepared by a well known method “Journal of Medicinal Chemistry, 2011, 54 (12), 4092-4108”), cesium carbonate (186 mg, 0.57 mmol) and 3 mL of N,N-dimethylacetamide successively. The reaction solution was warmed up to 60C. After reacting for 2 hours, the reaction solution was cooled down to room temperature, mixed with 15 mL of water and extracted with ethyl acetate (25 mL ¡Á 3). The organic phases were combined, washed with saturated sodium chloride solution (10 mL¡Á3), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under the reduced pressure and the residue was purified by thin layer chromatography with elution system B to obtain the title compound (S)-4-(3-(3-fluoro-4-((tetrahydrofuran-3-yl)oxy) phenyl)-4,4-dimethyl-5-oxo-2-thioxoimidazolidin-1-yl)-2-(trifluoromethyl)benzonitrile 2 (73 mg, yield 77.9%) as a pale yellow solid. MS m/z (ESI): 494.4 [M+1] 1H NMR (400 MHz, CDCl3): delta 8.00-7.06 (m, 2H), 7.84 (q, 1H), 7.08 (d, 1H), 7.04-7.03 (m, 2H), 5.04-5.02 (m, 1H), 4.07-3.94 (m, 4H), 2.29-2.24 (m, 2H), 1.60 (s, 6H).

219823-47-9, The synthetic route of 219823-47-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shanghai Hengrui Pharmaceutical Co. Ltd.; Jiangsu Hengrui Medicine Co. Ltd.; LU, Hejun; SUN, Piaoyang; FEI, Hongbo; JIANG, Hongjian; WANG, Haowei; DONG, Qing; EP2894151; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Simple exploration of 219823-47-9

As the paragraph descriping shows that 219823-47-9 is playing an increasingly important role.

219823-47-9, (R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of 3-hydroxy-N-(l-methyl-lH-pyrazol-3-yl)-5- [(phenylmethyl)oxy]benzamide (450 mg, 1.39 mmol), (3i?)-tetrahydrofuran-3-yl 4- methylbenzenesulfonate (507 mg, 2.09 mmol) and potassium carbonate (481 mg, 3.48 mmol) in acetonitrile (5 mL) was stirred in a Smith Creator microwave at 16O0C for 3 hours. The solvent was removed in vacuo and ethyl acetate added. The organics were washed with water (40 mL), brine (40 mL), dried (MgSO4), filtered and the solvent removed in vacuo to give a yellow foam which was chromatographed on silica, eluting with a gradient of 0-100% ethyl acetate in o-hexane, to give the title compound as a white foam (452 mg). 1H NuMR delta (CDCl3): 2.09 – 2.14 (IH, m), 2.14 – 2.24 (IH, m), 3.68 (3H5 s), 3.86 – 3.91 (IH, m), 3.94 – 3.98 (3H, m), 4.89 (IH, s), 5.03 (2H, s), 6.64 (IH, t), 6.85 (IH, s), 6.96 (IH, d), 7.07 (IH, t), 7.27 (IH, m), 7.33 – 7.41 (5H, m), 9.31 (IH, s); m/z 394 (M+H)+., 219823-47-9

As the paragraph descriping shows that 219823-47-9 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/125972; (2006); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Some tips on 111769-27-8

The synthetic route of 111769-27-8 has been constantly updated, and we look forward to future research findings.

111769-27-8, (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-(3-Cyclopropylmethyl-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydroindazol-1-yl)-2,5-difluorobenzonitrile (95 mg, 0.27 mmol), R-(+)-3-aminotetrahydrofuran toluene-4-sulfonate (70 mg, 0.27 mmol), and diisopropylamine (0.1 mL, 0.6 mmol) were combined in DMSO (0.5 mL). The reaction was stirred at 100 C. for 48 hours and then cooled to 25 C., and EtOH (2 mL), 1 M NaOH (0.4 mL), and 30% aqueous H2O2 (0.4 mL) were added. The reaction was stirred at 25 C. for 1 hour. It was diluted with EtOAc (20 mL), and washed with 2 M HCl (2¡Á20 mL). The organic portion was dried over Na2SO4 and concentrated. Purification by gradient flash chromatography provided (R)-4-(3-(cyclopropylmethyl)-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indazol-1-yl)-5-fluoro-2-(tetrahydrofuran-3-ylamino)benzamide (43 mg, 36%) as a yellow solid (LC/MS m/z=441.1 [M+H]+). 1H NMR (DMSO, 20 C., 400 MHz) delta (ppm) 8.13 (d, 1H), 7.87 (b, 1H), 7.59 (d, 1H), 7.32 (b, 1H), 6.61 (d, 1H), 3.98-3.91 (m, 1H), 3.70-3.60 (m, 2H), 3.59-3.51 (m, 1H), 3.37-3.30 (m, 1H), 2.54 (d, 2H), 2.50 (s, 2H), 2.16 (s, 2H), 2.10-1.99 (m, 1H), 1.58-1.50 (m, 1H), 1.00-0.90 (m, 1H), 0.83 (s, 6H), 0.24-0.18 (m, 2H), 0.03-0.02 (m, 2H)., 111769-27-8

The synthetic route of 111769-27-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Huang, Kenneth He; Ommen, Andy J.; Barta, Thomas E.; Hughes, Philip F.; Veal, James; Ma, Wei; Smith, Emilie D.; Woodward, Angela R.; McCall, W. Stephen; US2008/269193; (2008); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

New learning discoveries about 111769-27-8

111769-27-8, 111769-27-8 (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate 14243169, aTetrahydrofurans compound, is more and more widely used in various.

111769-27-8, (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 163 (2S,5R)-5-ethynyl-1-((3R)-N-tetrahydrofuran-3-ylglycyl)pyrrolidine-2-carbonitrile To a stirred solution of Example 8D (0.03 g, 0.153 mmol) and potassium carbonate (0.2 g, 1.53 mmol) in acetonitrile (2 mL), at room temperature under nitrogen was added R(+)-3-aminotetrahydrofuran toluene-4-sulfonate (0.08 g, 0.32 mmol). The reaction mixture was stirred overnight and then concentrated under reduced pressure. The residue was flash chromatographed with 2% MeOH/CH2Cl2 to provide the desired compound as a pale yellow oil. MS (DCI) m/z 248 (M+H)+; 1H NMR (300 MHz, DMSO-d6) delta 1.5-2 (2H, m), 2.11-2.21 (2H, m), 2.45-2.48 (2H, m), 3.78 (1H, d), 3.8-4.5 (2H, m), 4.53-4.55 (1H, t), 5.01 (1H, m), 5.05 (1H, m), 5.43-5.9 (4H, m).

111769-27-8, 111769-27-8 (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate 14243169, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; Madar, David J.; Djuric, Stevan W.; Michmerhuizen, Melissa J.; Kopecka, Hana A.; Li, Xiaofeng; Longenecker, Kenton L.; Pei, Zhonghua; Pireh, Daisy; Sham, Hing L.; Stewart, Kent D.; Szczepankiewicz, Bruce G.; Wiedeman, Paul E.; Yong, Hong; US2005/215784; (2005); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 118399-28-3

118399-28-3, As the paragraph descriping shows that 118399-28-3 is playing an increasingly important role.

118399-28-3, (R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

solution of compound e (30 g, 127 mmol) and Me2NH (excess) in 200 ml of dioxane was stirred at 0 0C for 24 hours and concentrated, EtOAc (500 ml) was added and washed with brine, dried over Na2SO4 and concentrared. The resulting oil of e was prepared for the next step without further purification (32 g, 90%). MS (ESI) m/e (M+H+): 281; 1H-NMR (CDCl3, 400 MHz): delta 135-121 (m, 5H), 5.89 (m, IH), 5.09 (s, 2H), 3.97 (m, IH), 3.78-3.67 (m, 2H), 2.77-2.62 (m, 2H).

118399-28-3, As the paragraph descriping shows that 118399-28-3 is playing an increasingly important role.

Reference£º
Patent; GENENTECH, INC.; WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; WO2008/61208; (2008); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Some tips on 219823-47-9

As the paragraph descriping shows that 219823-47-9 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.219823-47-9,(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

Example 24 (S)-4-(4,4-Dimethyl-5-oxo-3-(6-((tetrahydrofuran-3-yl)oxy)pyridin-3-yl)-2-thioxoimida zolidin-1-yl)-2-(trifluoromethyl)benzonitrile 4-(3-(6-Hydroxypyridin-3-yl)-4,4-dimethyl-5-oxo-2-thioxoimidazolidin-1-yl)-2-(trifluoromethyl)benzonitrile 10c (100 mg, 0.24 mmol) was placed in a reaction flask, followed by addition of (R)-tetrahydrofuran-3-yl-4-methylbenzenesulfonate 2a (116 mg, 0.48 mmol), cesium carbonate (235 mg, 0.72 mmol) and 3 mL of N,N-dimethylacetamide successively. The reaction solution was warmed up to 60C and stirred for 2 hours. The reaction solution was cooled down to room temperature, mixed with 10 mL of saturated sodium chloride solution, and extracted with ethyl acetate (20 mL*3). The organic phases were combined, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under the reduced pressure and the residue was purified by thin layer chromatography with elution system A to obtain the title compound (S)-4-(4,4-dimethyl-5-oxo-3-(6-((tetrahydrofuran-3-yl)oxy) pyridin-3-yl)-2-thioxoimidazolidin-1-yl)-2-(trifluoromethyl)benzonitrile 24 (60 mg, yield 52.6%) as a white solid., 219823-47-9

As the paragraph descriping shows that 219823-47-9 is playing an increasingly important role.

Reference£º
Patent; Shanghai Hengrui Pharmaceutical Co. Ltd.; Jiangsu Hengrui Medicine Co. Ltd.; LU, Hejun; SUN, Piaoyang; FEI, Hongbo; JIANG, Hongjian; WANG, Haowei; DONG, Qing; EP2894151; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem