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,453-20-3

3-Hydroxytetrahydrofuran (4.4 g, 50 mmol) was dissolved in dichloromethane (50 mL) under ice-cooling,Triethylamine (7.6 g, 75 mmol) was added and stirred for 10 min,Methylsulfonyl chloride (6.3 g, 55 mmol) was slowly added dropwise,After completion of the dropwise addition, the mixture was stirred at room temperature for 1 hour,Washed with saturated aqueous sodium chloride solution (50 mL)The organic phase was concentrated under reduced pressure to give 8.8 g of crude product.

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

Reference£º
Patent; Shandong Xuanzhu Pharma Co., Ltd.; Wu, Yongqian; (38 pag.)CN104788412; (2017); B;,
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Brief introduction of 453-20-3

453-20-3, 453-20-3 3-Hydroxytetrahydrofuran 9960, aTetrahydrofurans compound, is more and more widely used in various fields.

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

00182] Step 2: To a solution of tetrahydrofuran-3-ol (92.5 g, 1.05 mol) indichloromethane (2000 mL) was added pyridinium chlorochromate (454 g, 2.10 mol) and silicon gel (500 g). The reaction mixture was heated to 40¡ãC. After 16 hours, the reaction mixture was filtered, and the filtrate was concentrated under reduced pressure to afford the crude residue. The residue was purified via chromatography on silica gel (methanol/DCM, linear gradient) to afford dihydrofuran-3(2H)-one.

453-20-3, 453-20-3 3-Hydroxytetrahydrofuran 9960, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ALTMAN, Michael, D.; CHILDERS, Kaleen Konrad; DONOFRIO, Anthony; ELLIS, John Michael; KNOWLES, Sandra Lee; NORTHRUP, Alan, B.; WO2013/52393; (2013); A1;,
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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
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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 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

New learning discoveries about 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,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.

Intermediate 46: (2S)-tetrahydrofuran-3-yl 2-((tert-butoxycarbonyl)amino)-3,3- dimethylbutanoate A mixture of (S)-2-((tert-butoxycarbonyl)amino)-3,3-dimethylbutanoic acid (2.5 g, 10.8 mmol), diisopropylethylamine (2.79 g, 3.78 mL, 21.6 mmol), 1-hydroxybenzotriazole hydrate (1.99g, 12.97 mmol), EDC (2.49 g, 12.97 mmol), and tetrahydrofuran-3-ol (9.52 g, 8.76 mL, 123 mmol) in DMF (20 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate (50 mL) and saturated NaHCO3 (50 mL). The organic phase was washed with 1M hydrochloric acid (50 mL), water (50 mL) and brine (50 mL). The organic phase was dried and evporated to give the title compound (2.7 g, 8.96 mmol, 83 % yield) as a colourless oil.1H NMR (400 MHz, CDCl3) delta ppm 5.30-5.35 (m, 1H), 5.05-5.12 (m, 1H), 3.79-4.09 (m, 4H), 1.97-2.22 (m, 2H), 1.43 (s, 9H), 0.97 (s, 9H).

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

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BIT, Rino Antonio; BROWN, John Alexander; HUMPHREYS, Philip G.; JONES, Katherine Louise; (240 pag.)WO2016/146738; (2016); A1;,
Tetrahydrofuran – Wikipedia
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Some tips on 453-20-3

As the paragraph descriping shows that 453-20-3 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.453-20-3,3-Hydroxytetrahydrofuran,as a common compound, the synthetic route is as follows.

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

As the paragraph descriping shows that 453-20-3 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL TRADING (SHANGHAI) CO., LTD; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; XING, Lidong; DONG, Weitong; LU, Jun; SCHOLZ, Ulrich; YAN, Jun; YANG, Jinsong; WO2014/140017; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Simple exploration of 453-20-3

As the paragraph descriping shows that 453-20-3 is playing an increasingly important role.

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

10492] To a solution of 235-1 ( 1.82 g, 10.0 mmol), tetrahydrofuran-3-ol (880 mg, 10.0 mmol) and PPh3 (2.62 g, 10.0 mmol) in THF (30 mL) at 0 C was added DIAD (2.02 g, 10.0 mmol) dropwise. The mixture was stirred at 0 C for 2 h, and the reaction was then quenched with sat. NaHC03 solution. The aqueous layer was extracted by DCM (3x). The combined organic layers were dried over MgSC>4, filtered and concentrated at low pressure. The residue was purified by flash column chromatography on silica gel to give 235-2 (2.4 g, 89.6%)., 453-20-3

As the paragraph descriping shows that 453-20-3 is playing an increasingly important role.

Reference£º
Patent; ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; TRUONG, Anh; NAPOLITANO, Carmela; ANDREOTTI, Daniele; HE, Haiying; STEIN, Karin, Ann; WO2015/26792; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Brief introduction of 453-20-3

453-20-3, 453-20-3 3-Hydroxytetrahydrofuran 9960, aTetrahydrofurans compound, is more and more widely used in various fields.

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 oftetrahydrofuran-3-ol(0.1 g, 1.135 mmol) inacetonitrile(5 mL) was added bis(2,5-dioxopyrrolidin-1-yl) carbonate (0.436 g, 1.703 mmol) andTEA(0.237 mL, 1.703 mmol). The reaction mixture was allowed to stir at rt for 18 h. The solvent was removed and the reaction mixture was diluted with DCM, washed with 10% NaHCO3, brine, dried over Na2SO4and concentrated to afford2,5-dioxopyrrolidin-1-yl (tetrahydrofuran-3-yl) carbonate(0.08 g,0.349 mmol,30.8%yield).1H NMR (DMSO-d6, delta=2.50 ppm, 400 MHz): delta 5.44-5.38 (m, 1H), 3.88-3.65 (m, 5H), 2.82 (s, 3H), 2.31-2.21 (m, 1H), 2.07-1.98 (m, 1H).

453-20-3, 453-20-3 3-Hydroxytetrahydrofuran 9960, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Hewawasam, Piyasena; Lopez, Omar D.; Tu, Yong; Wang, Alan Xiangdong; Xu, Ningning; Kadow, John F.; Meanwell, Nicholas A.; Gupta, Samayamuthula Venkata Satya Arun Kumar; Kumar, Indasi J. Gopi; Ponugupati, Suresh Kumar; Belema, Makonen; US2015/23913; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Some tips on 453-20-3

453-20-3, As the paragraph descriping shows that 453-20-3 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.453-20-3,3-Hydroxytetrahydrofuran,as a common compound, the synthetic route is as follows.

Step 1. 4-tert-Butyl-1-(3-tetrahydrofuranyloxy)-2-nitrobenzene 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 chromatography (30% EtOAc/70% hexane) to yield the desired ether as a yellow solid (1.3 g, 91%): 1H-NMR (CHCl3) delta 1.30 (s, 9H), 2.18-2.24 (m, 2H), 3.91-4.09 (m, 4H), 5.00-5.02 (m, 1H), 6.93 (d, J=8.8 Hz, 1H), 7.52 (dd, J=2.6, 8.8 Hz, 1H), 7.81 (d, J=2.6 Hz, 1H).

453-20-3, As the paragraph descriping shows that 453-20-3 is playing an increasingly important role.

Reference£º
Patent; Dumas, Jacques; Miller, Scott; Osterhout, Martin; Khire, Uday; Lowinger, Timothy B.; Riedl, Bernd; Scott, William J.; Smith, Roger A.; Wood, Jill E.; Gunn, David; Rodriguez, Martha; Wang, Ming; Turner, Tiffany; Brennan, Catherine; US2008/269265; (2008); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem