Simple exploration of 453-20-3

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

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

Pyridinium chlorochromate (6.5 g, 30 mmol, 1.5 equiv) was dissolved in 100 ml DCM at rt. Tetrahydro-3-furanol (1.6 ml, 20 mmol, 1 equiv) was added dropwise. 4 A molecular sieves (16 g) and glacial acetic acid (2 ml) were respectively added. The reaction mixture was stirred at rt overnight. A generous amount of Celite ? 545 was added and the solvent was removed by reduced pressure. The residue was then passed through a Celite ? 545 plug (10percent dichloromethane/diethyl ether) and the solvent was removed in vacuo. The residue was then purified by flash column chromatography (10percent dichloromethane/diethyl ether) to afford 3.45 (60percent yield). Spectral data correspond to that reported.24 1H NMR (400 MHz, CDCI3): delta 4.24 (t, J = 7.3 Hz, 2 H), 3.86 (s, 2 H), 2.48 (t, J = 7.3 Hz, 2 H).

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

Reference£º
Patent; THE GOVERNORS OF THE UNIVERSITY OF ALBERTA; HALL, Dennis; GODBOUT, Roseline; KWOK, Samantha; (121 pag.)WO2018/132905; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 453-20-3

453-20-3 3-Hydroxytetrahydrofuran 9960, 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.453-20-3,3-Hydroxytetrahydrofuran,as a common compound, the synthetic route is as follows.

To a solution of tetrahydrofuran-3-ol (10 g, 113.5 mniol) in DCM (150 mL) was added MsCI (15.6 g, 136.2 mmoL) and TEA (23 g, 227 mmol). The reaction mixture was stirred at room temperature for 18 h. Water (100 mL) was added and the mixture was extracted with DCM(100 mL x 2). The combined organic layers was dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give the title compound (16 g, 85%) as a brown oil. 1H NMR (400 MHz, CDCJ3) 6 5.27-5.25 (m, I H), 4.00-3.83 (m, 4 H), 3.01 (s, 3 H), 2.23 -2.18 (m, 2H)., 453-20-3

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

Reference£º
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ROMERO, F. Anthony; MAGNUSON, Steven; PASTOR, Richard; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy; CRAWFORD, Terry; ALBRECHT, Brian, K.; COTE, Alexandre; TAYLOR, Alexander, M.; LAI, Kwong Wah; CHEN, Kevin, X.; BRONNER, Sarah; ADLER, Marc; EGEN, Jackson; LIAO, Jiangpeng; WANG, Fei; CYR, Patrick; ZHU, Bing-Yan; KAUDER, Steven; (0 pag.)WO2016/86200; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Brief introduction of 453-20-3

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

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

To tetrahydro-furan-3-ol (1.0 g, 11.4 mmol) in anhydrous dichloromethane (15 mL) with triethylamine (2.37 mL, 17.03 mmol), was added methane sulfonyl chloride (12.5 mmol) at 0 C. The reaction mixture was stirred at RT for 3.5 hours, diluted with dichloromethane (50 mL) and washed with water. The organic phase was dried (MgSO4) and evaporated in-vacuo to give methanesulfonic acid tetrahydro-furan-3-yl ester as light orange oil (1.68 g, 89%). A mixture of piperazine-1-carboxylic acid tert-butyl ester (1.0 g, 5.38 mmol), methanesulfonic acid tetrahydrofuran-3-yl ester (1.07 g, 6.45 mmol) and K2CO3 (2.96 g, 21.5 mmol) was stirred in anhydrous acetonitrile (50 mL) under reflux conditions for 12 hours. The reaction mixture was cooled and poured onto water and extracted with dichloromethane to give after silica chromatography, 4-(tetrahydro-furan-3-yl)-piperazine-l-carboxylic acid tert-butyl ester, as a colourless oil (0.57 g, 41%). NMR deltaH(400 MHz, CDCl3): 1.54 (s, 9H); 1.85-2.10 (m, 2H); 2.37-2.48 (m, 4H); 3.06 (m, IH); 3.46 (m, 4H); 3.67-3.97 (m, 4H).4-(Tetrahydro-furan-3-yl)-piperazine-l-carboxylic acid tert-butyl ester (0.57 g, 2.21 mmol) was BOC-deprotected as in Reference Example 3, to give, the title compound as a gummy residue (264 mg, 76%).

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

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2009/53715; (2009); A1;,
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.

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.,453-20-3

[00303] To a solution of Example 20k (500 mg, 4.90 mmol) in DCM (15mL) wereadded Et3N (980 mg, 9.80 mmol) and MsCl (670 mg, 5.88 mmol) at 0C. The mixture was stirred at 0C for 2 h. Water (50 mL) was added into the mixture, which was extracted with DCM (15mL*3). The combined organic layerwas concentrated under reduced pressure to afford the crude product Example 201 (950 mg, crude yield 100%) as yellow oil, which was used in the next step without further purification.

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

Reference£º
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (214 pag.)WO2019/51265; (2019); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 453-20-3

453-20-3, 453-20-3 3-Hydroxytetrahydrofuran 9960, 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.453-20-3,3-Hydroxytetrahydrofuran,as a common compound, the synthetic route is as follows.

In a 25L reaction flask,678 g (7.7 mol) of 3-hydroxy tetrahydrofuran was dissolved in 8 L of anhydrous dichloromethane,then add 1.13 L (14mo 1) anhydrous pyridine. The reaction solution was cooled to 0 C and a solution of acetyl chloride (600 ml, 8.4 mol 1) in dichloromethane (2 L) was slowly added along with stirring. After dripping up to 25 C for about two hours, continue to stir for 3 hours, After completion of the reaction, (10 L)water was added to the reaction solution, and the mixture was allowed to stand for half an hour. After complete delamination, the dichloromethane layer was collected , evaporated and dried under reduced pressure to give 910 g of tetrahydrofuranyl-3-acetate (racemic) , 91% yield as a colorless liquid.

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

Reference£º
Patent; Hangzhou Shukang Biological Co., Ltd.; Lin Lu; (10 pag.)CN106957287; (2017); A;,
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.

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.,453-20-3

3-HYDROXYTETRAHYDROFURAN 57 (0.50 g, 0.46 mL, 5.5 mmol) and triethylamine (1 mL, 7 mmol, 1.3 equiv. ) were dissolved in dry DCM (5 mL) and the solution cooled to 0 C with stirring. Methanesulfonyl chloride 63 (0.55 mL, 7 mmol, 1.3 equiv.) was added slowly via syringe to the chilled solution. The solution was allowed to warm to RT, and the resultant suspension stirred at RT for 24 h. Dry DCM (20 mL) was then added to the suspension to re-form a solution. The solution was allowed to stir at RT for a further 36 h. The solvent was removed IN VACUO and the residue dissolved in water. The aqueous solution was extracted with DCM. The DCM extracts were then washed with brine, and the brine washings extracted with fresh DCM. The combined organic layers were then dried over MgSO4. The solvent was removed under reduced pressure to yield 64 as a yellow viscous liquid (0.80 g, 96 %), which was used without further purification. ‘H NMR (CDC13) 8 5.20 (m, 1H, 1-CH), 3.94-3. 74 (m, 4H, THF-CH), 2.96 (s, 3H, CH3), 2.18-2. 11 (m, 2H, THF-CH) ; L3C NMR (CDCl3) : 81.38 (1′-CH), 73.4 (2 -CH2), 67.1 (4′- CH2), 38. 8 (CH3), 33.7 (3’-CH2).

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

Reference£º
Patent; UNIVERSITY COLLEGE CARDIFF CONSULTANTS LIMITED; REGA FOUNDATION; WO2004/96813; (2004); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Some tips on 453-20-3

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

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.

General procedure: To a solution of 28 (1mmol), PPh3 (2.5mmol) and various commercially available alcohol (2.5mmol) in dry THF (1mL) was added DEAD (2.5mmol) dropwise with intensive stirring at room temperature. 20min later, the reaction mixture was concentrated in vacuo and the corresponding intermediates 32a-v were obtained after chromatography by silica gel eluting with DCM-CH3OH. The final products 33a-v were prepared in a similar manner to the synthesis of compound 27 from 26 and characterized after purification by silica gel chromatography eluting with DCM-CH3OH.

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

Reference£º
Article; Sun, Mingna; Hu, Jinfeng; Song, Xiuyun; Wu, Donghui; Kong, Linglei; Sun, Yupeng; Wang, Dongmei; Wang, Yan; Chen, Naihong; Liu, Gang; European Journal of Medicinal Chemistry; vol. 67; (2013); p. 39 – 53;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 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.

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

Anhydrous tetrahydrofuran (1OmI) was added to sodium hydride as a 60% dispersion in mineral oil (312 mg, 1.1 eq, 7.8 mmol.) in a flask fitted with a condenser, a nitrogen inlet and a bubbler. While stirring, 3- hydroxytetrahydrofuran (624 mg, 7.09 mmol, 1 eq) was added slowly and the mixture was left to stir at room temperature for 10-15 minutes. To the solution of sodium alkoxide in THF was added 2-fluoronitrobenzene (1 g, 7.09 mmol, 1 eq). The reaction mixture was heated to reflux with stirring for 4.5 hours. The reaction was then allowed to cool down to room temperature, then water (20ml) was added to the reaction mixture. The resulting mixture was extracted three times with ethyl acetate (20 ml), the organics dried over sodium sulfate, filtered and the filtrate evaporated to dryness to give the title compound 3-(2-nitro-phenoxy)- tetrahydrofuran as an orange oil (1.48 g, 7.07 mmol, 100%). 1H NMR indicates desired compound in ca. 90% purity.

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; DEVELOGEN AKTIENGESELLSCHAFT; WO2007/59905; (2007); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 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.

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

Anhydrous tetrahydrofuran (1OmI) was added to sodium hydride as a 60% dispersion in mineral oil (312 mg, 1.1 eq, 7.8 mmol.) in a flask fitted with a condenser, a nitrogen inlet and a bubbler. While stirring, 3- hydroxytetrahydrofuran (624 mg, 7.09 mmol, 1 eq) was added slowly and the mixture was left to stir at room temperature for 10-15 minutes. To the solution of sodium alkoxide in THF was added 2-fluoronitrobenzene (1 g, 7.09 mmol, 1 eq). The reaction mixture was heated to reflux with stirring for 4.5 hours. The reaction was then allowed to cool down to room temperature, then water (20ml) was added to the reaction mixture. The resulting mixture was extracted three times with ethyl acetate (20 ml), the organics dried over sodium sulfate, filtered and the filtrate evaporated to dryness to give the title compound 3-(2-nitro-phenoxy)- tetrahydrofuran as an orange oil (1.48 g, 7.07 mmol, 100%). 1H NMR indicates desired compound in ca. 90% purity.

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; DEVELOGEN AKTIENGESELLSCHAFT; WO2007/59905; (2007); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

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 an ice-water cooled solution of tetrahydrofuran-3-ol (5.0 g) in DCM (100 mL)was added TEA (11.9 mL) and MsCI (4.9 mL). The resulting reaction mixture was stirred at 000 for 3 hours, and then quenched with aq. NaHCO3 solution. The mixture was extracted with EA(2×100 mL). The combined organic phases were washed, dried, filtered and concentrated toafford tetrahydrofu ran-3-yl methanesu Ifonate (6.2 g)., 453-20-3

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

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHEN, Weichun; IGBOKO, Ebere F; LIN, Xichen; LU, Hongfu; REN, Feng; WREN, Paul Bryan; XU, Zhongmiao; YANG, Ting; ZHU, Lingdong; WO2015/181186; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem