Day: August 19, 2020

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.

Preparation c-90 Ethyl tetrahydrofuran-2-carboxylate To a solution of tetrahydrofuran-2-carboxylic acid (20 g, 172.2356 mmol) in anhydrous ethanol (100 mL) was added concentrated sulfuric acid (0.46 mL). The resulting mixture was stirred at reflux for 16 hours and then allowed to cool to ambient temperature. To this was added water (100 mL) and extracted with diethyl ether (3*100 mL). The combined organic extracts were washed with saturated aqueous sodium bicarbonate (2*50 mL), saturated aqueous sodium chloride (100 mL), dried (anhydrous magnesium sulfate), filtered and concentrated in vacuo to afford the pure product as a colorless liquid (22.5964 g, 91%). LRMS (m/z): 145 (M+H)+. 1H NMR (CDCl3, 300 MHz) delta 4.38 (1H, dd, J=4.9, 8.1 Hz), 4.14 (2H, q, J=7.2 Hz), 3.99-3.92 (1H, m), 3.88-3.81 (1H, m), 2.24-2.12 (1H, m), 2.00-1.79 (3H, m), 1.22 (3H, t, J=7.2 Hz).

The synthetic route of 16874-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc; US2005/187266; (2005); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

124391-75-9, (S)-(Tetrahydrofuran-3-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3-hydroxymethyl tetrahydrofuran (30 g, 293.74 mmoles), triethylamine (2 eq/mole, 59.44 g), dimethylaminopyridine (0,1eq/mole, 3.58 g) and dichloromethane (300 ml) is added, at 0C, with acetic anhydride (1 eq/mole, 29.98 g). The reaction is left at room temperature until complete disappearance of the substrate. A sodium bicarbonate saturated solution (300 ml) is added and the mixture is left under stirring for 15 minutes, then extracted with ethyl acetate (3×100 ml). The organic phase is washed with 2 N hydrochloric acid (100 ml), dried over anhydrous sodium sulfate and the solvent is evaporated off to a residue. 33.83 g of 3-acetoxymethyl tetrahydrofuran are obtained, in an 80% yield.1H-NMR (d, ppm): 1.53 (m, 1H, CH) 1.92 (m, 1H, CH) 2.01 (s, 3H, CH3) 2.44 (m, 1H, CH) 3.55 (dd, 1H, CH) 3.63 (m, 3H, CH and CH2) 3.78 (m, 2H, CH2).13C-NMR (d, ppm): 20.54 (CH3) 28.65 (CH2) 37.92 (CH) 65.60 (CH2) 67.37 (CH2) 70.22 (CH2) 170.64 (CO).

124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; RECORDATI S.A.; WO2004/7418; (2004); 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.17347-61-4,2,2-Dimethylsuccinicanhydride,as a common compound, the synthetic route is as follows.

A stirring solution of 17/?-benzoylamino-3/?-hydroxy-28-norlup-20(29)-ene (144 mg, 0.270 mmol), DMAP (40 mg, 0.324 mmol) and 2,2-dimethylsuccinic anhydride (208 mg, 1.62 mmol) in dry pyridine (3 mL) is heated overnight at 120¡ãC. Another 6 equivalents of anhydride is added and heating is continued for 7 hours. The mixture is concentrated to dryness and the residue is diluted in ethyl acetate, washed twice with HCl 1 N, water and brine, dried over sodium sulfate and concentrated to dryness. The residue is purified by flash column chromatography on silica gel (ethyl acetate/hexanes 10percent to 70percent) followed by crystallization in ethyl acetate/hexanes (1 :3) to yield the title compound 13-7 as a white solid (30 mg, 16percent). 1H NMR (400 MHz, CDCl3): delta [ppm] 7.72 (m, 2H), 7.51 -7.41 (m, 3H), 5.81 (s, 1 H), 4.71 (d, 1 H), 4.62 (t, 1 H), 4.47 (d x d, 1 H), 2.82 (d x t, 1 H), 2.65 (m, 1 H), 2.64 (d, 1 H), 2.54 (d, 1 H), 2.44 (m, 1H), 1.95 (m, 1 H), 1.75-0.75 (m, 21H), 1.69 (s, 3H), 1.29 (s, 3H), 1.27 (s, 3H), 1.01 (s, 3H), 0.99 (s, 3H), 0.83 (s, 3H), 0.82 (s, 3H), 0.78 (s, 3H). LC/MS: m/z = 660.71 (M+H+). HPLC (Method A): tR = 34.04 min.

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.; WO2009/100532; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

124391-75-9, (S)-(Tetrahydrofuran-3-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

0267-1 Triethylamine (800 muL) was added to a solution of (tetrahydrofuran-3-yl)methanol (410 mg) in dichloromethane (4 mL), and methanesulfonyl chloride (350 muL) was added dropwise thereto under ice-cooling, followed by stirring at 0 C. for 30 minutes. Methanesulfonyl chloride (50 muL) was added thereto, followed by stirring at 0 C. for 30 minutes. The reaction mixture was purified by silica gel column chromatography (hexane-ethyl acetate), thereby obtaining (tetrahydrofuran-3-yl)methyl methanesulfonate (540 mg). 1H-NMR (CDCl3) delta: 4.21-4.10 (2H, m), 3.88-3.63 (4H, m), 3.05 (3H, s), 2.75-2.64 (1H, m), 2.18-2.04 (1H, m), 1.76-1.62 (1H, m).

As the paragraph descriping shows that 124391-75-9 is playing an increasingly important role.

Reference£º
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

219823-47-9, (R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of tri-tert-butyl hydrazine-1,1,2-tricarboxylate (58.5 g, 0.95 eq., prepared as per Angew. Chem. Tnt. Ed. 1996, 35, No. 22, 2626-2627) in dimethylsulfoxide (180 ml), was added cesium carbonate (90.77 g, 1.5 eq.), followed by stirring for 30 minutes at 20 to 30C. (R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate (45.0 g, 1.0 eq.) was added into the reaction mass, followed by increase of temperature to 50 to 55C. The resulting reaction mass was stirred at 50 to 55C till tri-tert-butyl hydrazine-1,1,2-tricarboxylate is less than 0.25% monitored by HPLC area %. After completion of the reaction, the reaction mass was cooled to 20 to 25C, followed by addition of water (225 ml) and methyl tert-butyl ether (450 ml). The resulting biphasic mixture was stirred for 10 minutes followed by layer separation. The resulting organic layer was washed with an aqueous sodium chloride solution (225m1) followed by solvent evaporation under reduced pressure to give crude (5)-tri-tert-butyl 2-(tetrahydrofuran-3-yl)hydrazine- 1,1 ,2-tricarboxylate (68.34 g). The crude material was recrystallized using a mixture of methyl tert-butyl ether and n-heptane (22.5 ml:112.50 ml) to give pure (5)-tri-tert-butyl2-(tetrahydrofuran-3-yl)hydrazine- 1,1 ,2-tricarboxylate (57.96 g , 77.53%).Mass [M+Hj: 402.80Purity by HPLC: 99.59% areaSpecific Optical Rotation (C=1, Methanol): -8.553Melting point (DSC method): 62.7 1C

As the paragraph descriping shows that 219823-47-9 is playing an increasingly important role.

Reference£º
Patent; EISAI R&D MANAGEMENT CO., LTD.; KHILE, Anil Shahaji; NAYAK, Ranjeeta; DIXIT, Girish; (30 pag.)WO2016/21192; (2016); 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.91470-28-9,Tetrahydrofuran-2-carboxamide,as a common compound, the synthetic route is as follows.

Preparation c-129 Tetrahydro-furan-2-carbonitrile Trifluoroacetic anhydride (1.55 g, 7.38 mmol) was added slowly, with a rate of one drop every 10 seconds, to an ice-cold solution (0 C.) of tetrahydro-furan-2-carboxylic acid amide (0.77 g, 6.71 mmol) and pyridine (1.06 g, 13.42 mmol) in anhydrous 1,4-dioxane (10 mL). The addition of trifluoroacetic anhydride was monitored to keep the internal temperature below 5 C. and was completed after 20 minutes. The resulting mixture was allowed to warm to ambient temperature, and stirred for 3 hours. Chloroform (100 mL) was added to the mixture, and then extracted with water (30 mL) and saturated aqueous sodium chloride (20 mL). The organic extracts were dried (anhydrous magnesium sulfate), filtered, and concentrated in vacuo to give the crude product. The residue was purified by flash column chromatography (hexanes to 25% ethyl acetate/hexanes) to afford the title compound (0.51 g, 62%) as a colorless oil. 1H NMR (CDCl3, 300 MHz): 4.70 (1H, m), 3.96 (2H, m), 2.24 (2H, m), 2.08 (2H, m).

91470-28-9 Tetrahydrofuran-2-carboxamide 3544692, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; Pfizer Inc; US2005/187266; (2005); 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.118399-28-3,(R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

A solution of (R)-benzyl-5-oxotetrahydrofuran-3-ylcarbamate (INTERMEDIATE 3, 18.4 g, 7.8 mmol) in THF (100 ml) was purged, at room temperature, with gaseous dimethylamine for 5 minutes. After stirring at room temp for 14 hours, the reaction mixture was concentrated to dryness, and purified by column chromatography (silica gel, eluting first with 50% ethyl acetate/hexanes followed by 100% acetone) to give the title product (20 g, yield: 91.5%).

118399-28-3 (R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate 697924, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; ASTRAZENECA AB; US2012/35134; (2012); 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.21461-84-7,(S)-(+)-5-Oxo-2-tetrahydrofurancarboxylic Acid,as a common compound, the synthetic route is as follows.

To a solution of 34 (1.09 g, 2.98 mmol) in dry THF (6 mL) was added a 1.5 M MeOH solution of hydrazine (6 mL). The resulting mixture was stirred at 55 C for 4 h and then poured into water and extracted with Et2O. The organic layer was washed with brine, dried (MgSO4), and concentrated to give a crude amine as a pale yellow oil. To another solution of 23 (412 mg, 3.17 mmol) and one drop of DMF in CH2Cl2 (8 mL) cooled in an ice-water bath was added slowly oxalyl chloride (0.32 mL, 3.73 mmol). The resulting mixture was stirred at rt for 2 h and then directly concentrated to give a liquid residue. This liquid was dissolved in THF (5 mL), cooled in a dry ice-acetone bath followed by the addition of Et3N (0.60 mL, 4.3 mmol) and a solution of the crude amine prepared above in THF (1 mL). The resulting mixture was stirred at rt overnight and then poured into water and extracted with CH2Cl2. The organic layer was dried (MgSO4), concentrated, and chromatographed on silica gel (hexane/EtOAc, 3:7) to give 675 mg (65%) of 36 as a yellow solid.

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Reference£º
Article; Chen, Ming-Jen; Tsai, Yeun-Min; Tetrahedron; vol. 67; 8; (2011); p. 1564 – 1574;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

124391-75-9, (S)-(Tetrahydrofuran-3-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 51 (0.5g, 1.8mmol), 48 (0.381g, 2.7mmol) and triphenylphosphine (0.707g, 2.7mmol) in anhydrous THF (20mL) at 0¡ãC was added diisopropyl azodicarboxylate (DIAD) (0.545g, 2.7mmol) dropwise. The reaction mixture was allowed to stir at room temperature for 10min and then stirred at 40¡ãC overnight. The resulting mixture was concentrated and the residue was purified by silica gel flash chromatography (eluting with ethyl acetate in 74 petroleum ether 2?5percent) to give the 172 product 52a as a white solid (0.365g, yield=50percent).

As the paragraph descriping shows that 124391-75-9 is playing an increasingly important role.

Reference£º
Article; Wang, Beilei; Wu, Jiaxin; Wu, Yun; Chen, Cheng; Zou, Fengming; Wang, Aoli; Wu, Hong; Hu, Zhenquan; Jiang, Zongru; Liu, Qingwang; Wang, Wei; Zhang, Yicong; Liu, Feiyang; Zhao, Ming; Hu, Jie; Huang, Tao; Ge, Juan; Wang, Li; Ren, Tao; Wang, Yuxin; Liu, Jing; Liu, Qingsong; European Journal of Medicinal Chemistry; vol. 158; (2018); p. 896 – 916;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

111769-27-8, (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Procedure S3: To a solution of 3-[(4-fluoro-3-methyl-phenyl)carbamoyl]benzene- sulfonyl chloride (0.50 g, 1.52 mmol, 1 eq) and DIPEA (657 mu, 3.81 mmol, 2.5 eq) in CH2CI2 (10 mL), an amine (1.1 eq) was added. The reaction mixture was stirred for 1 hour. Next, 1M HC1 (5 mL) was added to the reaction mixture. Workup W2: The organic layer was separated and concentrated in vacuo. The obtained residue was purified by silica gel column chromatography using a heptane to EtOAc gradient as eluent. Compound 129 Synthesis following procedure S3 with R-(+)-3-aminotetrahydrofuran toluene-4- sulfonate as amine, workup W2. Method F; Rt: 0.89 min. m/z: 396.1 (M+NH4)+ Exact mass: 378.1. 1 H NMR (400 MHz, DMSO-dg ) ppm 1.56 – 1.65 (m, 1 H), 1.85 – 1.94 (m, 1 H), 2.25 (d, J=1.8 Hz, 3 H), 3.36 (dd, J=9.0, 4.4 Hz, 1 H), 3.52 – 3.65 (m, 2 H), 3.65 – 3.73 (m, 1 H), 3.73 – 3.79 (m, 1 H), 7.14 (t, J=9.2 Hz, 1 H), 7.56 – 7.62 (m, 1 H), 7.67 (dd, J=7.0, 2.3 Hz, 1 H), 7.78 (t, J=7.8 Hz, 1 H), 7.99 – 8.05 (m, 1 H), 8.08 (bs, 1 H), 8.20-8.23(m, 1 H), 8.37 (t, J=1.7 Hz, 1 H), 10.47 (s, 1 H), []D = + 5.8 (c 0.61 w/v %, MeOH)

As the paragraph descriping shows that 111769-27-8 is playing an increasingly important role.

Reference£º
Patent; JANSSEN R&D IRELAND; LAST, Stefaan Julien; RABOISSON, Pierre Jean-Marie Bernard; ROMBOUTS, Geert; VANDYCK, Koen; VERSCHUEREN, Wim Gaston; WO2014/33170; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem