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;,
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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

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, Step-a: Synthesis of 3-Nitro-N-(tetrahydrofuran-3-yl)benzamide Tetrahydrofuran-3-amine (0.1 g, 1.148 mmol) and 3-nitrobenzoic acid (0.192 g, 1.148 mmol) were taken in pyridine (2 ml), to the mixture EDC.HCl (0.220 g, 1.148 mmol) was added, the reaction mixture was stirred under nitrogen for 10 hrs at room temperature. The reaction mixture was diluted with cold water (15 ml), extracted with ethyl acetate (2*10 ml). Combined organic layer was washed with satd. aq. sod bicarbonate and dil HCl, the organic layer was dried over sodium sulfate and concentrated under vacuum to afford the title product (240 mg). 1HNMR (400 MHz, CDCl3): delta 8.62-8.61 (m, 1H), 8.39-8.36 (m, 1H), 8.19-8.17 (m, 1H), 7.67 (t, 1H, J=8 Hz), 6.62 (d, 1H, J=6 Hz), 4.79-4.75 (m, 1H), 4.08-4.00 (m, 1H), 3.93-3.83 (m, 3H), 2.44-2.37 (m, 1H), 2.01-1.98 (m, 1H).

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

Reference£º
Patent; Dave, Bhavesh; Banerjee, Rakesh Kumar; Phukan, Samiron; Khoje, Abhijit Datta; Hangarge, Rajkumar; Jadhav, Jitendra Sambhaji; Palle, Venkata P.; Kamboj, Rajender Kumar; US2015/133424; (2015); A1;,
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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;,
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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, Example 31: l-(5,6-dichloro-l-isopropyl-lH-benzo[d]imidazol-2-yl)-iV-(tetrahydrofuran-3- yl)piperidine-4-carboxamide(a) Preparation of the intermediary compound l-(5,6-dichloro-lH-benzo[d]imidazol-2-yl)-N- (tetrahydrofuran-3-yl)piperidine-4-carboxamide To a solution of l-(5,6-dichloro-lH-benzoimidazol-2-yl)-piperidine-4-carboxylic acid (0.3 g, 0.95 mmol) in N,Lambda/-dimethylformamide (5 niL) was added 2-(7-aza-lH-benzotriazole-l-yl)- 1,1,3,3-tetramethyluronium hexafluorophosphate (EtaATU, 0.544 g, 1.4 mmol) followed by N,N- diisopropylethylamine (Etaunig’s base, DIEA, 0.33 mL, 1.9 mmol) and tetrahydrofuran-3 -amine (0.1 g, 1.1 mmol). The reaction mixture was stirred at room temperature for 5 hours,concentrated in vacuo and extracted with ethyl acetate (2 x50 mL). The combined organic phases were dried over anhydrous sodium sulphate and subjected to column chromatography(chloroform/methanol 95:5) to give 0.135 g (37 percent yield) of l-(5,6-dichloro-lH- benzo[d]imidazol-2-yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide. LC-MS (m/z) 383.2 (M+l).

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

Reference£º
Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; STENBERG, Patric; WESTMAN, Jacob; WALLBERG, Hans; WO2011/23812; (2011); A1;,
Tetrahydrofuran – Wikipedia
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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;,
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New learning discoveries about 22929-52-8

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

General procedure: Similar to as described in General Procedure Y Step 1, diethyl oxalate was reacted withoxolan-3-one to give 400 mg (5percent) of ethyl 2-oxo-2-(4-oxooxolan-3-yl)acetate as yellow oil..; Step 1: A solution of cycloalkylketone (1.0 eq.) in EtOH (0.5 mL/mmol) was cooled to 0 ¡ãC, then sodium ethoxide (21percent wt solution in EtOH, 1.1 eq.) was added. To this mixture was added diethyl oxylate (1.0 eq.) and the mixture was allowed to warm to room temperature overnight. In vacuo concentration provided the desired product of sufficient purity to be used directly (yield assumed to be quantitative)., 22929-52-8

The synthetic route of 22929-52-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25025; (2015); A1;,
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 phenyl {4-[(3-cyano-1 -{[2-(trimethylsilyl)ethoxy]methyl}-1 H-pyrrolo[2,3- b]pyridin-4-yl)oxy]-3,5-difluorophenyl}carbamate (intermediate 187; 333 mg, 621 muetaetaomicronIota) in DMF (3.0 mL) was added (+/-)-tetrahydrofuran-3-amine (1 .20 eq, 64.9 mg, 745 mumol) and this mixture was stirred at 70 ¡ãC for 20 hours. The reaction mixture was diluted with ethyl acetate and washed with water. The organic phase was separated, dried and concentrated in vacuo. The crude product (329 mg) was used in the next step without any further purification. LC-MS (method 2): Rt = 1 .33 min; MS (ESIpos): m/z = 530 [M+H]+.

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

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM HEIDELBERG; BAYER AKTIENGESELLSCHAFT; BUCHMANN, Bernd; SCHMEES, Norbert; MOWAT, Jeffrey Stuart; LEDER, Gabriele; PANKNIN, Olaf; CARRETERO, Rafael; AIGUABELLA FONT, Nuria; BRIEM, Hans; FRIBERG, Anders Roland; HUSEMANN, Manfred; BOeMER, Ulf; STOeCKIGT, Detlef; NEUHAUS, Roland; BERNDT, Sandra; PETERSEN, Kirstin; OFFRINGA, Rienk; (494 pag.)WO2018/228920; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 22929-52-8

22929-52-8, The synthetic route of 22929-52-8 has been constantly updated, and we look forward to future research findings.

22929-52-8, Dihydrofuran-3(2H)-one is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(a) 3-Hydroxy-3-vinyltetrahydrofuran Obtained from tetrahydrofuran-3-one (J. Org. Chem., 1989, 54, 1249) and vinylmagnesium bromide, by a procedure similar to that described in Example 5(a), as an oil. Rf 0.45 (SS 7). delta(CDCl3): 1.90 (1H, br s), 1.92-2.20 (2H, m), 3.62-3.78 (2H, m), 3.92-4.10 (2H, m), 5.20 (1H, d), 5.44 (1H, d), 5.95-6.08 (1H, dd). HRMS: m/z 114.068.

22929-52-8, The synthetic route of 22929-52-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc.; US5607960; (1997); 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