Category: Tetrahydrofurans

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17347-61-4,2,2-Dimethylsuccinicanhydride,as a common compound, the synthetic route is as follows.

General procedure: Compound 6 (16 mg, 0.032 mmol), 2,2-dimethylsuccinic anhydride (41 mg, 0.32 mmol), DMAP (8 mg, 0.064 mmol) and pyridine (1.5 mL) were put into a 10 mL glass tube and sealed. The mixture was stirred at 120 C for about 12 h. The reaction mixture was then transferred into a 50 mL flask. Pyridine was removed under reduced pressure. 3N HCl (10 mL) was added, the mixture was extracted three times with EtOAc, and the organic layer washed with 3 N HCl for a second time. Then the organic layer was washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane/EtOAc as eluent) to provide target product 8 (11 mg). White solid, yield 54%.

17347-61-4 2,2-Dimethylsuccinicanhydride 87067, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Article; Li, Jizhen; Goto, Masuo; Yang, Xiaoming; Morris-Natschke, Susan L.; Huang, Li; Chen, Chin-Ho; Lee, Kuo-Hsiung; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 68 – 71;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17347-61-4,2,2-Dimethylsuccinicanhydride,as a common compound, the synthetic route is as follows.

To a solution of 3/?-hydroxy-21 -oxolup-18-en-28-oic acid N-benzylamide (110 mg, 0.196 mmol) in 3 mL of pyridine is added 2,2-dimethyl succinic anhydride (75.3 mg, 0.588 mmol) and DMAP (28.6 mg, 0.235 mmol). The reaction mixture is stirred overnight under reflux. Then 75.3 mg of 2,2-dimethyl succinic anhydride is added twice every 3 hours to complete the reaction. The solvent is evaporated in vacuo and the residue is taken up with ethyl acetate (50 mL) and HCl 1 N (10 mL). The organic layer is washed with water (2 x 30 mL), brine (30 mL) and dried over sodium sulfate. The crude material is purified by flash chromatography (Biotage) on silica gel (ethyl acetate / hexanes 0 to 50percent) to give the title compound 9-1 (118.6 mg, 88percent) as a colorless solid.1 H NMR (400 MHz, CDCl3): delta [ppm] 7.34 – 7.21 (m, 5H), 5.61 (d x d, 1 H), 4.59 (d x d, 1 H), 4.50 (d x d, 1 H), 4.20 (d x d, 1 H), 3.19 (sept., 1 H), 2.67 (d, 1 H), 2.65 – 2.54 (m, 2H), 2.56 (d, 1H), 2.45 (d, 1 H), 2.17 (1 H), 1.85 – 0.74 (m, 18H), 1.3 (s, 3H), 1.29 (s, 3H), 1.2 (d, 3H), 1.18 (d, 3H), 0.89 (br s, 6H), 0.86 (s, 3H), 0.82 (s, 3H), 0.8 (s, 3H). LC/MS: m/z = 688.68 (M+H+).

The synthetic route of 17347-61-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VIROCHEM PHARMA INC.; CHAURET, Nathalie; WO2009/82818; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

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

To a solution of (4S)-7-(6-methylpyridin-3-yl)-2,3,4,5-tetrahydro-l,4-methanopyrido[2,3- b][l,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 (2x 30 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 (45)-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, CDC13): delta ppm 10.76 (br t, J=6.80 Hz, 1 H), 8.89 (s, 1 H), 7.99 (dd, J=8.22, 2.08 Hz, 1 H), 7.54 (d, J=7.89 Hz, 1 H), 7.30 – 7.21 (m, 2 H), 5.62 (dd, J=5.81, 2.96 Hz, 1 H), 4.56 (br dd, J=4.82, 1.97 Hz, 1 H), 4.01 – 3.75 (m, 4 H), 3.30 – 3.06 (m, 3 H), 2.99 – 2.91 (m, 1 H), 2.62 (s, 3 H), 2.39 – 2.21 (m, 2 H), 2.07 – 1.85 (m, 2 H).

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

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ELLIS, James Lamond; EVANS, Karen Anderson; FOX, Ryan Michael; MILLER, William Henry; SEEFELD, Mark Andrew; (766 pag.)WO2016/79709; (2016); A1;,
Tetrahydrofuran – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

5- (3-phenylpropyl) isoxazole-3-carboxylic acid (0.46 g, 2.0 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.33 g, 2.4 mmol), Triethylamine (0.24 g, 2.4 mmol) And 1-hydroxybenzotriazole (0.04 g, 0.24 mmol) Was added to chloroform (amylene added product) (5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.46 g, 2.4 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, Extracted twice with ethyl acetate. The organic layer was washed with saturated brine, After drying with anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Represented by the following equation N- (tetrahydrofuran-3-ylmethyl) -5- (3-phenylpropyl) isoxazole-3-carboxamide (Hereinafter referred to as amide compound (22)) 0.49 g.

184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
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4100-80-5, 3-Methyldihydrofuran-2,5-dione is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of 13 (0.06 mmol) with DMAP (1 equiv) and an appropriate acid anhydride (10 equiv) in anhydrous pyridine(10 ml) was stirred at 155 C for 2 h in a microwave oven (Biotage). The reaction mixture was diluted with EtOAc and neutralized with HCl (1 N) and then extracted with EtOAc. The combined organic layers were washed with brine, dried over MgSO4, and concentrated in vacuum to afford the crude product, followed by chromatographyon a silica gel column and recrystallization to give13e-m.

4100-80-5 3-Methyldihydrofuran-2,5-dione 20051, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Article; Wu, Haifeng; Ma, Guoxu; Yang, Qinwen; Zhu, Yindi; Huang, Li; Tian, Yu; Yang, Xiaoming; Zhang, Menghan; Chen, Chin-Ho; Morris-Natschke, Susan L.; Yang, Meihua; Xu, Xudong; Lee, Kuo-Hsiung; European Journal of Medicinal Chemistry; vol. 166; (2019); p. 159 – 166;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

17347-61-4, 2,2-Dimethylsuccinicanhydride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 1-[2-(4-amino-phenyl)-5-tert-butyl-2H-pyrazol-3-yl]-3-[4-(pyridin- 4-yloxy) -phenyl]-urea (208 mg, 0.47 mmol) and 2,2-dimethylsuccinic anhydride (66 mg, 0.52 mmol, 1.1 eq) in 2 mL THF was stirred at room temperature overnight. HPLC analysis indicated that starting material was remaining. The reaction was then heated at 60¡ãC for 2 days, at which time HPLC analysis indicated the reaction was complete. The reaction mixture was cooled to room temperature, and the resulting suspension was diluted with Et20. The solid was isolated by filtration to afford the desired product (227 mg, 85percent). (at)H-NMR (DMSO-d6) 8 12.06 (s, 1 H), 10.06 (s, 1 H), 9.09 (s, 1 H), 8.40 (d, J = 6.0 Hz, 2H), 8.31 (s, 1 H), 7.69 (d, J = 9.0 Hz, 2H), 7.47 (d, J = 9.0 Hz, 2H), 7.39 (d, J = 9.0 Hz, 2H), 7.07 (d, J = 9.0 Hz, 2H), 6.85 (dd, J = 1.5 4.7 Hz, 2H), 6.33 (s, 1 H), 2.59 (s, 2H), 1.26 (s, 9H), 1.21 (s, 6H) ; MS LC-MS [M+H] (at) = 571.3, RT = 2.49 min.

17347-61-4 2,2-Dimethylsuccinicanhydride 87067, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; BAYER PHARMACUETICALS CORPORATION; WO2005/110994; (2005); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.97-99-4,(Tetrahydrofuran-2-yl)methanol,as a common compound, the synthetic route is as follows.

Example 11A (2R)-tetrahydrofuran-2-ylmethyl 4-methylbenzenesulfonate To (R)-(tetrahydrofuran-2-yl)methanol (1.0 g, 9.8 mmol) in CH2Cl2 (3 mL) and pyridine (3 mL) at ambient temperature was added 4-methylbenzene-1-sulfonyl chloride (2.0 g, 10.3 mmol) portion-wise over 5 minutes. This mixture was stirred for 16 hours at ambient temperature then was quenched with 10 mL of 5% aqueous HCl and was extracted with 3*5 mL CH2Cl2. The combined organics were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude material was purified by column chromatography (SiO2, 75% hexanes in ethyl acetate) to give the title compound (1.7 g, 6.8 mmol, 69% yield). MS (DCI/NH3) m/z 257 (M+H)+ and 274 (M+NH4)+.

The synthetic route of 97-99-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; US2009/105306; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a mixture of 2-tetrahydrofuroic acid (288 mL, 3 mmol) in chloroform (5 mL) was added thionyl chloride (660 muL, 9 mmol) and the reaction heated to reflux for 1 hour. The reaction was cooled and concentrated under reduced pressure to provide tetrahydro-furan-2-carbonyl chloride (405 mg, 3 mmol).

16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; WYETH; WO2008/73929; (2008); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112372-15-3,Furo[2,3-c]pyridine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Step 6. A solution of furo[2,3-c]pyndine-2-carboxylic acid (35 mg, 0.21 mmol, 1 . 10 equiv), [5-(oxane-4-sulfonyl)pyridin-2-yl]methanamine (50 mg, 0.20 mmol, 1 00 equiv). EDC1 (74.6 mg, 0 39 mmol, 1 .99 equiv), tricthylamine (59 2 mg, 0 59 mmol, 3.00 equiv), and HOBt (31 6 mg, 0.23 mmol, 1 .20 equiv) in DMF (5 mL) was stirred overnight at rt. The reaction mixture was diluted with 50 mL of water The resulting solution was extracted with 3×50 mL of ethyl acetate. The combined organic layers was washed with 3×100 mL of brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was purified on a silica gel column eluted with dichloromethane/methanol (80: 1 to 40: 1 ) to give 3.3 mg (4%) of the title compound as an off-white solid. 1HNMR (300 MHz, CD3OD) delta 8.99-8.97 (m, 2H), 8.47-8.45 (d, = 5.4 Hz, 1H), 8.27-8.24 (dd, = 2.4, 8.4 Hz, 1H), 7.86-7.84 (dd, J = 0.9, 5.4 Hz, 1H), 7.72-7.69 (d, J = 8.4 Hz, 1H), 7.63 (s, HI), 4.03 -3.98 (m, 2H), 3 54-3 37 (m, 5H), 1 88- 1 66 (m, 4H) LC MS (Method A, ESI): RT = 1.22 min, m/z = 402.0 [M+H] .

112372-15-3 Furo[2,3-c]pyridine-2-carboxylic acid 13803072, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; DRAGOVICH, Peter; GOSSELIN, Francis; YUEN, Po-Wai; ZAK, Mark; ZHENG, Xiaozhang; WO2013/127267; (2013); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 1 (0210) (Tetrahydrofuran-3-yl)methylamine hydrochloride (240 mg) and a 1 mol/L aqueous sodium hydroxide solution (5 mL) were simultaneously added to a solution of 5-(1-naphthyloxymethyl) pyridine-2-carboxylic acid chloride (<0.68 mmol) in toluene (10 mL) obtained in Reference Production Example 4, and the mixture was vigorously stirred at room temperature for 20 minutes, and then extracted with ethyl acetate. The organic layer was sequentially washed with 1 mol/L hydrochloric acid and a saturated saline solution, then dried over sodium sulfate, and concentrated under reduced pressure conditions. The residue was applied to a silica gel column chromatography to obtain 208 mg of N-(tetrahydrofuran-3-ylmethyl)-5-(1-naphthyloxymethyl)pyrid ine-2-carboxylic acid amide (hereinafter, referred to as Compound of the Present Invention (1).) represented by the following formula. Compound of the Present Invention (1) (0211) 1H-NMR (CDCl3, TMS) delta(ppm): 1.68-1.78 (m, 1H), 2.06-2.16 (m, 1H), 2.59-2.68 (m, 1H), 3.50-3.55 (m, 2H), 3.61-3.67 (m, 1H), 3.75-3.82 (m, 1H), 3.87-3.96 (m, 2H), 5.35 (s, 2H), 6.87-6.91 (m, 1H), 7.36-7.41 (m, 1H), 7.48-7.55 (m, 3H), 7.81-7.85 (m, 1H), 8.02-8.05 (m, 1H), 8.21 (br s, 1H), 8.25-8.32 (m, 2H), 8.72-8.7 5(m, 1H). As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role. Reference£º
Patent; Sumitomo Chemical Company, Limited; AWASAGUCHI, Kenichiro; (20 pag.)US2017/144995; (2017); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem