Analyzing the synthesis route of 22929-52-8

22929-52-8 Dihydrofuran-3(2H)-one 529392, aTetrahydrofurans 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.22929-52-8,Dihydrofuran-3(2H)-one,as a common compound, the synthetic route is as follows.

22929-52-8, EXAMPLE 1 7-Oxa-1,3-diazaspiro[4.4]nonane-2,4-dione STR8 A solution of 19.2 g of ammonium carbonate in 42 ml of ethanol and 28 ml of water is added to 10.0 g of 3-ketotetrahydrofuran. The resulting mixture is heated to 55¡ã and to it is then added, dropwise, a solution of 6.3 g of potassium cyanide in 15 ml of water. The reaction mixture is stirred at 55¡ã for 18 hrs. Thereafter the reaction mixture is evaporated in vacuo to dryness to obtain a residue. The residue is dissolved in a minimum of water and the mixture made acidic with 2 N hydrochloric acid. The first crop of the title product precipitates out on cooling and is filtered off. A second crop of the title product is obtained by concentrating the filtrate and cooling. The two combined crops are recrystallized from ethanol to give refined title product, m.p. 202¡ã-204¡ã.

22929-52-8 Dihydrofuran-3(2H)-one 529392, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Sandoz, Inc.; US4320135; (1982); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Some tips on 88675-24-5

As the paragraph descriping shows that 88675-24-5 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.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.

88675-24-5, To a solution of (4S)-7-(6-methylpyridin-3-yl)-2,3,4,5-tetrahydro-1,4-methanopyrido[2,3-b][1,4]diazepine (300 mg, 1.189 mmol) in tetrahydrofuran (THF) (10 mL) triphosgene (176 mg, 0.594 mmol) was added at 0 C. After 30 min DIPEA (1.038 mL, 5.94 mmol), tetrahydrofuran-3-amine (155 mg, 1.783 mmol) was added and the reaction mixture was stirred at 70 C. for 16 h. The reaction was allowed to reach RT and then poured on cold water (50 mL) and extracted with ethyl acetate (2¡Á30 mL). The organic layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure to yield the crude product. The crude product was purified by flash column chromatography (silica-gel: 100-200 mesh, eluent: 3% MeOH in DCM) to obtained (4S)-7-(6-methylpyridin-3-yl)-N-(tetrahydrofuran-3-yl)-3,4-dihydro-1,4-methano pyrido[2,3-b][1,4]diazepine-5(2H)-carboxamide (137.1 mg, 0.371 mmol, 31.2% yield) as an off white solid. (TLC system: Rf: 0.2, 5% MeOH-DCM), LCMS (m/z): 366.2 [M+H]+. 1H NMR (400 MHz, CDCl3): delta ppm 10.76 (br t, J=6.80 Hz, 1H), 8.89 (s, 1H), 7.99 (dd, J=8.22, 2.08 Hz, 1H), 7.54 (d, J=7.89 Hz, 1H), 7.30-7.21 (m, 2H), 5.62 (dd, J=5.81, 2.96 Hz, 1H), 4.56 (br dd, J=4.82, 1.97 Hz, 1H), 4.01-3.75 (m, 4H), 3.30-3.06 (m, 3H), 2.99-2.91 (m, 1H), 2.62 (s, 3H), 2.39-2.21 (m, 2H), 2.07-1.85 (m, 2H).

As the paragraph descriping shows that 88675-24-5 is playing an increasingly important role.

Reference£º
Patent; BLUM, Charles A.; Caldwell, Richard Dana; Casaubon, Rebecca; Disch, Jeremy S.; Fox, Ryan Michael; Koppetsch, Karsten; Miller, William Henry; NG, Pui Yee; Oalmann, Christopher; Perni, Robert B.; Szczepankiewicz, Bruce G.; White, Brian; US2015/152108; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

New learning discoveries about 453-20-3

453-20-3, The synthetic route of 453-20-3 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.453-20-3,3-Hydroxytetrahydrofuran,as a common compound, the synthetic route is as follows.

Example 7A; rac-4-(Tetrahydrofuran-3-yloxy)benzaldehyde 3.00 g (24.6 mmol) of 4-hydroxybenzaldehyde, 2.16 g (24.6 mmol) of 3-hydroxytetrahydrofuran and 9.67 g (36.8 mmol) of triphenylphosphine were dissolved in 100 ml of THF, and 16.0 g (36.8 mmol) of a 40% strength solution of diethyl azodicarboxylate in toluene was added a little at a time over a period of 15 min. The solution was heated under reflux for 4 h. Ethyl acetate was added after cooling, the mixture was washed with 0.5 N aqueous sodium hydroxide solution and saturated sodium chloride solution and the organic phase was dried over magnesium sulfate and concentrated. The residue was chromatographed on silica gel using the mobile phase cyclohexane/ethyl acetate (7:3).Yield: 1.80 g (38% of theory)LC-MS (Method 8): Rt=2.81 min; MS (ESIpos): m/z=193 (M+H)+ 1H-NMR (400 MHz, DMSO-d6): delta=9.87 (s, 1H); 7.87 (d, 2H); 7.12 (d, 2H); 5.17 (t, 1H); 3.92 (dd, 1H); 3.88-3.74 (m, 3H); 2.29 (m, 1H); 1.99 (m, 1H).

453-20-3, The synthetic route of 453-20-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/21487; (2011); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

New learning discoveries about 88675-24-5

The synthetic route of 88675-24-5 has been constantly updated, and we look forward to future research findings.

88675-24-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.

TEA (507 mu, 3.64 mmol) was added dropwise to 2-((4-bromo-2- nitrophenyl)amino)acetic acid (500 mg, 1.818 mmol), HATU (864 mg, 2.272 mmol) 5 and tetrahydrofuran-3 -amine (198 mg, 2.272 mmol) in DCM (5 mL) and the resulting dark red mixture was stirred at room temperature for 2 hours. The mixture was treated with sodium hydrogenocarbonate (20 mL) and the precipitate filtered off and washed with water (3 x 20 mL). Flash chromatography (0-100percent EtOAc+lpercentMeOH in iso- hexanes, 40 g silica) gave 2-((4-bromo-2-nitrophenyl)amino)-N-(tetrahydrofuran-3- [0 yl)acetamide (382 mg, 59percent) as a orange solid; m/z 344/346 (M+H)+ (ES+).

The synthetic route of 88675-24-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CELLCENTRIC LTD; PEGG, Neil Anthony; TADDEI, David Michel Adrien; ONIONS, Stuart Thomas; TSE, Eric Sing Yuen; BROWN, Richard James; MYCOCK, David Kenneth; COUSIN, David; PATEL, Anil; (135 pag.)WO2016/170324; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 88675-24-5

The synthetic route of 88675-24-5 has been constantly updated, and we look forward to future research findings.

88675-24-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.

a) 7-bromo-4-chloro-N-(tetrahydrofuran-3-yl)quinoline-3-sulfonamide. To a solution of 7-bromo-4-chloro-3-quinolinesulfonyl chloride (530 mg, 1 .56 mmol) and triethylamine (313 mg, 3.1 mmol) in dry dichloromethane (8 mL) was added a solution of tetrahydrofuran-3-amine (149 mg, 1 .7 mmol) in dichloromethane (2 mL) dropwise at 0 ¡ãC. The mixture was stirred for 10 minutes. TLC showed the starting material was consumed completely. Water (10 mL) was added and the mixture extracted with dichloromethane (20 mL x 3). The combined organic phases were concentrated and purified by silica gel chromatography (25percent ethyl acetate/petroleum ether) to afford the title compound (420 mg, 69percent) as a solid. 1 H NMR (300 MHz, DMSO-d6) delta ppm 1.67-1.75 (m, 1 H), 1.87-1.98 (m, 1 H), 3.41 – 3.46 (m, 1 H), 3.54-3.76 (m, 3 H), 3.86-3.92 (m, 1 H), 8.05 (dd, J=2.1 , 9.0 Hz, 1 H), 8.37 (d, J=9.0 Hz, 1 H), 8.45 (d, J=2A Hz, 1 H), 8.73 (d, J=7.5 Hz, 1 H), 9.27 (s, 1 H). LCMS (ES+) m/e 391 [M+H]+.

The synthetic route of 88675-24-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE LLC; BROWN, Kristin, K.; CHAI, Deping; DODSON, Christopher, S.; DUFFY, Kevin, J.; SHAW, Antony, Nicholas; WO2013/96153; (2013); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Simple exploration of 88675-24-5

As the paragraph descriping shows that 88675-24-5 is playing an increasingly important role.

88675-24-5, Tetrahydrofuran-3-amine is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,88675-24-5

Example 26 1-(6-{[1-(5-ethylpyrimidin-2-yl)piperidin-4-yl]oxy}pyrimidin-4-yl)-N-(tetrahydrofuran-3-yl)-2,3-dihydro-1H-indole-5-carboxamide; [Show Image] To a mixture of 1-(6-{[1-(5-ethylpyrimidin-2-yl)piperidin-4-yl]oxy}pyrimidin-4-yl)-2,3-dihydro-1H-indole-5-carboxylic acid (150 mg) obtained in the below-mentioned Example 75, 3-aminotetrahydrofuran (42.9 muL), and N,N-dimethylformamide (10 mL) were added O-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (192 mg) and N-ethyldiisopropylamine (87.8 muL), and the mixture was stirred at room temperature for 1 day. Water was added to the reaction mixture, and the mixture was extracted with a mixed solution of ethyl acetate and tetrahydrofuran. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was washed with 50percent ethyl acetate/hexane to give the title compound (150 mg,87percent) as a white solid. 1H-NMR (300 MHz, CDCl3)delta:1.20 (t, J=7.6 Hz, 3 H), 1.72 – 2.00 (m, 3 H), 2.04 – 2.16 (m, 2 H), 2.29 – 2.43 (m, 1 H), 2.47 (q, J=7.6 Hz, 2 H), 3.27 (t, J=8.5 Hz, 2 H), 3.50 – 3.64 (m, 2 H), 3.76 – 3.96 (m, 3 H), 3.97 – 4.07 (m, 3 H), 4.23 – 4.35 (m, 2 H), 4.67 – 4.80 (m, 1 H), 5.34 – 5.46 (m, 1 H), 5.97 (s, 1 H), 6.19 (d, J=7.2 Hz, 1 H), 7.58 (dd, J=8.5, 1.5 Hz, 1 H), 7.65 (d, J=1.5 Hz, 1 H), 8.19 (s, 2 H), 8.41 (d, J=8.5 Hz, 1 H), 8.51 (s, 1 H).

As the paragraph descriping shows that 88675-24-5 is playing an increasingly important role.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP2399914; (2011); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

New learning discoveries about 86087-24-3

The synthetic route of 86087-24-3 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.86087-24-3,(R)-Tetrahydrofuran-3-ol,as a common compound, the synthetic route is as follows.,86087-24-3

In an ice bath, 1,4-diazabicyclo[2.2.2]octane (2.52 g, 22.47 mmol) and p-toluenesulfonyl chloride (4.28 g, 22.45 mmol) were added to a solution of (R)-tetrahydrofuran-3-methanol (0.9 mL, 11.24 mmol) in dichloromethane (10 mL) respectively. After the addition, the reaction solution was warmed to room temperature and stirred for 1 hour. The reaction solution was diluted with dichloromethane (30 mL) and washed with water (30 mL). The organic phase was dried over anhydrous sodium sulfate and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate=30:1) to give 15-c (2.17 g, yield 80%).

The synthetic route of 86087-24-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GUANGZHOU MAXINOVEL PHARMACEUTICALS CO., LTD.; XU, Zusheng; ZHANG, Nong; WANG, Tinghan; SUN, Qingrui; WANG, Yuguang; (90 pag.)US2018/208604; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 453-20-3

The synthetic route of 453-20-3 has been constantly updated, and we look forward to future research findings.

453-20-3, 3-Hydroxytetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 1 L flask, 3-tetrahydrofuran (3-OH-THF, 60.6 g, 0.68 mol, 1 equ.) was charged, followed by DCM (620 mL) and TEMPO(1.08 g, 0.0069 mol, 0.01 equ.) The solution was cooled to -5 ¡ãC. To which TCCA (159.6 g, 0.68 mol, 1 equ.) was added in portions controlling the tern- perature around -5 ¡ãC to 0 ¡ãC. The resulting mixture was allowed to warm to rt and monitored by GC-MS, Reaction was finished in 1 h to give 95percent yield (GC areapercent)., 453-20-3

The synthetic route of 453-20-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Boehringer Ingelheim International GmbH; XING, Lidong; DONG, Weitong; LU, Jun; SCHOLZ, Ulrich; YAN, Jun; YANG, Jinsong; US2014/275579; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 88675-24-5

The synthetic route of 88675-24-5 has been constantly updated, and we look forward to future research findings.

88675-24-5,88675-24-5, Tetrahydrofuran-3-amine is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of (+/-)-tetrahydro~3-furanamine (1.1 g, 8.90 mmol, Small Molecules Inc., NJ, USA), 1 ,1-dimethyIethyl (2-bromoethy.)carbamate (1.995 g, 8.90 mmol), and potassium carbonate (3.69 g, 26.7 mmol) in N.N-dimethylformannide (15 mL) was maintained at 50 ¡ãC in a sealed pressure vessel for 16 hours. The mixture was cooled, diluted with ethyi acetate, and poured into water. The organic layer was washed twice with 5percent LiCI (aqueous), dried over sodium sulfate, and taken to a residue under reduced pressure to afford 1 ,1-dimethylethyl [2-(tetrahydro-3- furanylamino)ethyl]carbamate (1.33 g, 5.77 mmol, 65percent yield, roughly 50percent purity) as a clear oil used immediately in the subsequent transformation

The synthetic route of 88675-24-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE LLC; BANKA, Anna; CATALANO, John, G.; CHONG, Pek, Yoke; FANG, Jing; GARRIDO, Dulce, Maria; PEAT, Andrew, James; PRICE, Daniel, J.; SHOTWELL, John, Brad; TAI, Vincent; ZHANG, Huichang; WO2011/41713; (2011); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 453-20-3

The synthetic route of 453-20-3 has been constantly updated, and we look forward to future research findings.

453-20-3, 3-Hydroxytetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 4-tert-butyl-2-nitrophenol (1.05 g, 5.4 mmol) in anh THF (25 mL) was added 3-hydroxytetrahydrofuran (0.47 g, 5.4 mmol) and triphenylphosphine (1.55 g, 5.9 mmol) followed by diethyl azodicarboxylate (0.93 ml, 5.9 mmol) and the mixture was allowed to stir at room temp. for 4 h. The resulting mixture was diluted with Et2O (50 mL) and washed with a saturated NH4Cl solution (50 mL) and a saturated NaCl solution (50 mL), dried (MgSO4), and concentrated under reduced pressure. The residue was purified by flash cromatography (30% EtOAc/70% hexane) to yield the desired ether as a yellow solid (1.3 g, 91%):, 453-20-3

The synthetic route of 453-20-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bayer Corporation; EP1449834; (2004); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem