Some tips on 111769-27-8

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

A solution of ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate (897 mg, 3.86 mmol) (Aldrich) and triethylamine (1.2 ML, 870 mg, 8.49 mmol) (Aldrich) in dioxane (20 ML) was treated with (R)-3-aminotetrahydrofuran p-toluene-sulfonic acid salt (1.0 g, 3.86 mmol) (Fluka).The mixture was stirred at reflux for 1 hour, then cooled and partitioned between brine and ethyl acetate.The organic layer was dried over sodium sulfate, filtered, concentrated and the residue was purified by chromatography with a silica gel column using a 0-100% ethyl acetate in hexanes gradient to give (R)-2-methylsulfanyl-4-(tetrahydrofuran-3-ylamino)-pyrimidine-5-carboxylic acid ethyl ester as a colorless viscous oil. (Yield 1.0 g, 92%). HRMS m/z calcd for C12H17N3O3S [M+]: 283.0991. Found: 283.0989.

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; Chen, Yi; Dermatakis, Apostolos; Liu, Jin-Jun; Luk, Kin-Chun; Michoud, Christophe; Rossman, Pamela Loreen; US2004/204427; (2004); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Brief introduction of 111769-27-8

As the paragraph descriping shows that 111769-27-8 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.111769-27-8,(R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

Example 15 (R)-1-Methyl-N-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-N4-(tetrahydrofuran-3-yl)-1H-pyrazole-4,5-dicarboxamide A mixture of 1-methyl-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid (100 mg, 276 mumol), (R)-tetrahydrofuran-3-ylamine4-methylbenzenesulfonate (143 mg, 552 mumol), diisopropylethylamine (193 mul, 1.1 mmol) and propylphosphonic anhydride (50% in ethyl acetate, 407 mul, 690 mumol) in tetrahydrofurane (7 ml) is refluxed for 18 hours. The solvent is evaporated and to the residue is added sat. aqueous sodium hydrogencarbonate solution. The mixture is stirred for 20 minutes while a white solid precipitates. The solid is collected by filtration, washed with diethylether and dried affording (R)-1-methyl-N-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-N4-(tetrahydrofuran-3-yl)-1H-pyrazole-4,5-dicarboxamide (114 mg, 95.7%) as a white solid. mp.: >250 C. MS: m/z=432.3 (M+H+)., 111769-27-8

As the paragraph descriping shows that 111769-27-8 is playing an increasingly important role.

Reference£º
Patent; Flohr, Alexander; Gobbi, Luca; Groebke Zbinden, Katrin; Koerner, Matthias; Peters, Jens-Uwe; US2012/142665; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 111769-27-8

111769-27-8, As the paragraph descriping shows that 111769-27-8 is playing an increasingly important role.

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

Pyridin-4-ylmethyl (3R)-tetrahydrofuran-3-ylcarbamate To a solution of 4-nitrophenyl (pyridin-4-yl)methyl carbonate (Intermediate 1; 274 mg, 1.0 mmol) and DMAP (122 mg, 1.0 mmol) in DMF (5 mL) was added a solution of (R)- tetrahydrofuran-3 -amine toluenesulfonate (259 mg, 1.0 mmol) and DIPEA (174 muL, 1.0 mmol) in DMF (5 mL). The reaction mixture was stirred for 24 hours and then concentrated in vacuo. The residue was purified by normal phase chromatography(gradient eluting with MeOH in DCM from 0% to 2%) and dried in vacuo to give pyridin- 4-ylmethyl (3R)-tetrahydrofuran-3-ylcarbamate (68 mg, 31%) as an off white solid.Analytical HPLC: purity >99% (System A, Rtau = 2.72 min); Analytical LCMS: purity 100% (System C, Rtau = 3.32 min), ES+: 222.8 [MH]+; HRMS calcd for CnHi4N2O3: 222.1004, found 222.1007.

111769-27-8, As the paragraph descriping shows that 111769-27-8 is playing an increasingly important role.

Reference£º
Patent; BIOVITRUM AB (PUBL); WO2009/147216; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Simple exploration of 111769-27-8

The synthetic route of 111769-27-8 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.111769-27-8,(R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

To a mixture of l-(6-chloro-5-methyl-l-(quinolin-2-yl)-lH-benzo[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; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; WO2012/117062; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

New learning discoveries about 118399-28-3

118399-28-3, 118399-28-3 (R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate 697924, aTetrahydrofurans compound, is more and more widely used in various fields.

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

(R)-Benzyl 5-oxotetrahydrofuran-3-ylcarbamate (INTERMEDIATE 3, 27.0 g, 114.78 mmol) was dissolved in methanol (75 ml) and triethylamine (75 ml) was added at room temperature. The resulting mixture was allowed to stir overnight at this temperature. The mixture was concentrated in vacuo to provide the title product. This material was used to prepare INTERMEDIATE 5 without further purification.1H NMR (300 MHz, CHLOROFORM-d) delta ppm 2.67 (d, 2H) 3.60-3.72 (m, 3H) 3.70-3.78 (m, 1H) 4.00-4.15 (m, 2H) 5.03-5.18 (m, 2H) 5.52 (br. s., 1H) 7.28-7.42 (m, 5H).

118399-28-3, 118399-28-3 (R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate 697924, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; US2012/35134; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 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.

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

(mixture of stereoisomers) (5-(4-fluoro-2-hydroxyphenyl)-9-{2-methyl-2-[3-(trifluoromethyl)phenyl]propanoyl}-1,3,9- triazaspiro[5.5]undecan-2-one (50.0 mg, 101 mihoI, Intermediate 16), (3R)-oxolan-3-yl 4- methylbenzene-1 -sulfonate (36.8 mg, 152 pmol) and potassium carbonate (56 mg, 0.405 mmol) were mixed in dimethylformamide (0.6 ml_) and heated to 100 13 for 5 hours. The reaction was cooled down to room temperature, filtered and purified by preperative HPLC (Method 1 1) to give the title compound 42.0 mg (74 % yield). LC-MS (Method 4): Rt = 1.15 min; MS (ESIpos): m/z = 564 [M+H]+ 1H-NMR (400 MHz, DMSO-d6) d [ppm]: 0.429 (0.64), 0.984 (1.48), 1.306 (5.33), 1.470 (5.72), 1.938 (1.48), 2.152 (1.35), 2.173 (2.57), 2.187 (3.08), 2.206 (2.70), 2.221 (1.80), 2.331 (2.70), 2.518 (16.00), 2.522 (10.15), 2.673 (2.83), 2.729 (0.58), 2.888 (2.83), 3.142 (3.28), 3.172 (4.18), 3.207 (3.98), 3.316 (2.44), 3.343 (3.08), 3.497 (1.22), 3.737 (5.85), 3.761 (8.55), 3.813 (3.73), 3.828 (2.76), 4.033 (0.84), 5.028 (2.44), 6.359 (8.80), 6.485 (5.40), 6.498 (4.76), 6.758 (4.24), 6.867 (3.41), 6.873 (3.53), 6.895 (4.95), 6.901 (4.31), 6.919 (1.80), 7.176 (1.67), 7.279 (3.41), 7.379 (7.26), 7.396 (6.30), 7.583 (3.73), 7.595 (5.53), 7.613 (3.28).

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; BAYER AKTIENGESELLSCHAFT; GRAHAM, Keith; AIGUABELLA FONT, Nuria; HEINRICH, Tobias; BRAeUER, Nico; LANGE, Martin; BADER, Benjamin; PRECHTL, Stefan; LIENAU, Philip; NOWAK-REPPEL, Katrin; POTZE, Lisette; STEUBER, Holger; NIU, Haitao; WANG, Qiuwen; (248 pag.)WO2020/48827; (2020); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 219823-47-9

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

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-rnethyl-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 1600C 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 zso-hexane, to give the title compound as a white foam (452 mg). 1H NMR delta (CDCl3): 2.09 – 2.14 (IH, m), 2.14 – 2.24 (IH, m), 3.68 (3H, 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

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

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/7041; (2007); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 87219-29-2

The synthetic route of 87219-29-2 has been constantly updated, and we look forward to future research findings.

87219-29-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.87219-29-2,(S)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

REFERENTIAL EXAMPLE 194 tert-Butyl (3S)-5-oxotetrahydro-3-furanylcarbamate: di-tert-Butyl dicarbonate (4.1 g) and 10% palladium on carbon (0.4 g) were added to a solution of benzyl (3S)-(-)-tetrahydro-5-oxo-3-furanylcarbamate (3.3 g) in tetrahydrofuran (20 ml), and the mixture was stirred for a day in a hydrogen atmosphere. After insoluble matter was filtered through Celite pad, the filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1) to obtain the title compound (1.5 g). 1H-NMR (CDCl3) delta: 1.45(9H,s), 2.45(1H,dd,J=17.8, 2.7 Hz), 2.86(1H,dd,J=17.8, 7.3 Hz), 4.12-4.23(1H,m), 4.54-4.62(2H,m), 4.85-4.95(1H,m).

The synthetic route of 87219-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; US2005/20645; (2005); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 219823-47-9

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

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

In a round bottom flask, 1.2 g compound of Formula (II), 1.2 g cesium carbonate, 0.81 (R)-tetrahydrofuran-3-yl-4-methylbenzenesulfonate and 18 mL DMF or DMSO were added at 25 C. to 35 C. The reaction mixture was heated to 35 to 40 C. and stirred for 24-36 hrs. The reaction mixture then cooled to 25 C. to 35 C. 40 mL water and 20 ml toluene were added stirred for 15-20 minutes. Layers were separated. The aqueous layer was extracted with dichloromethane, dried over sodium sulfate. The solvent was distilled out under vacuum. 10 mL ethanol was added and stirred for 30 minutes. The reaction mixture was stirred at 0-5 C. for an hour. The product was filtered and washed with pre-cooled ethanol and dried to obtain empagliflozin., 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; CADILA HEALTHCARE LIMITED; DESAI, Sanjay Jagdish; PARIHAR, Jayprakash Ajitsingh; RUPAPARA, Mahesh Laljibhai; GANGWAR, Pranav Jitendra; GHODASARA, Hardik Bhikhubhai; (30 pag.)US2017/247356; (2017); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Brief introduction of 111769-27-8

111769-27-8, As the paragraph descriping shows that 111769-27-8 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.111769-27-8,(R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

To a mixture of l-(5,6-dichloro-l-(8-chloroquinolin-2-yl)-lH-benzo[111769-27-8, As the paragraph descriping shows that 111769-27-8 is playing an increasingly important role.

Reference£º
Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; WO2012/117062; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem