New learning discoveries about 124391-75-9

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

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

Step 1: Preparation of tetrahydrofuran-3-ylmethyl 4-methylbenzenesulfonate To a stirred solution of tetrahydro-3-furanmethanol (500 mg, 4.90 mmol) in DCM (5 mL) was added Et3N (892 mg, 8.81 mmol) and DMAP (60 mg, 0.49 mmol). Then to the mixture was added a solution of 4-methylbenzenesulfonyl chloride (1.4 g, 7.34 mmol) in DCM (5 mL) dropwise. After being stirred at 15 oC for 16 hrs, the resulting mixture was diluted with DCM (50 mL), washed with H2O (20 mL), 2 N HCl (20 mL) and brine (10 mL), then dried over anhydrous Na2SO4 and concentrated in vacuo to give tetrahydrofuran-3-ylmethyl 4- methylbenzenesulfonate (1.1 g) as a colorless oil, which was used in the next step directly without further purification.

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

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; JIANG, Min; WANG, Jianhua; WANG, Min; WANG, Yongguang; YANG, Song; (319 pag.)WO2016/177655; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

New learning discoveries about 124391-75-9

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

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

Step 1 Preparation of (tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate To a stirred solution of (tetrahydrofuran-3-yl)methanol (5.0 g, 49.0 mmol) in pyridine (30 mL) was added TsCl (11.2 g, 58.8 mmol) slowly at 0¡ã C. The reaction mixture was stirred at room temperature overnight. The resulting mixture was diluted with EtOAc (150 mL), washed with saturated aqueous citric acid (100 mL*5) and saturated aqueous NaHCO3 (100 mL*3), dried over Na2SO4, filtered and concentrated in vacuo. The resulting product was purified by column chromatography on silica gel (0-15percent EtOAc in petroleum ether) to afford (tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate (8.7 g, 69percent) as a colorless oil.

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

Reference£º
Patent; Merck Patent GmbH; KARRA, Srinivasa R.; (153 pag.)US2016/168090; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Some tips on 124391-75-9

124391-75-9, The synthetic route of 124391-75-9 has been constantly updated, and we look forward to future research findings.

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

To a solution of (tetrahydrofuran-3-yl)methanol (1.0 g, 9.8 mmol) inDCM (15 ml) was added N,N-dimethylpyridin-4-amine (122 mg, 1 mmol), TEA (2.0 g, 20mmol) and 4-methylbenzenesulfonyl chloride (1.86 g, 9.8 mmol). The reaction mixture wasstirred at rt for 3 h. The mixture was concentrated and residue was purified by columnchromatography using ethyl acetate in petroleum ether (1/4) to afford tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate (900 mg, 36percent yield). LCMS (ESI) m/z: 257.4 (M + 1t

124391-75-9, The synthetic route of 124391-75-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CATALANO, John G.; DICKSON, Hamilton D.; KAZMIERSKI, Wieslaw Mieczyslaw; LEIVERS, Martin R.; WEATHERHEAD, John Gordon; (389 pag.)WO2018/154466; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 124391-75-9

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

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 (3,3-difluorocyclobutyl)methanol (4.0 g, 32.8 mmol) in dichloromethane (109 ml) at room temperature was added Dess-Martin Periodinane (16.7 g, 39.3 mmol). After 2 h, the reaction was diluted with two volumes of ether and treated with sodiumthiosulfate (32 g) in water (160 mL). After stirring at room temperature for 10 min, the layers were separated. The ethereal was washed with saturated sodium bicarbonate (2X), dried over magnesium sulfate, and filtered. The resulting solution was concentrated via distillation of the solvent through a short path distillation apparatus. The distillation was discontinued when 6.56 g remained in the boiling flask. Integration of the 1H NMR showed product as a 28.4 wt% solution in diethyl ether (1.86 g, 47% yield). The material was directly used without further concentration, 124391-75-9

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

Reference£º
Article; Degnan, Andrew P.; Maxwell, Darrell; Balakrishnan, Anand; Brown, Jeffrey M.; Easton, Amy; Gulianello, Michael; Hanumegowda, Umesh; Hill-Drzewi, Melissa; Miller, Regina; Santone, Kenneth S.; Senapati, Arun; Shields, Eric E.; Sivarao, Digavalli V.; Westphal, Ryan; Whiterock, Valerie J.; Zhuo, Xiaoliang; Bronson, Joanne J.; Macor, John E.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 24; (2016); p. 5871 – 5876;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 124391-75-9

124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, 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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

To thoroughly dried ground 4A molecular sieves (5 g) was added ANHYDROUS CH2CI2 (20 ML) and 4-METHYLMORPHOLINE-N-OXIDE MO) (1. 76. G, 15 MMOL). The mixture was stirred at 0 C for 15 min, then tetrahydro-3-furanmethanol (0. 96 ML, 10 mmol) and tetrapropylammonium PEIRUTHENATE (TPAP) (0.17 g, 0.5 mmol) were added and the mixture stirred for 90 min. The solvent volume was reduced and the entire reaction content was passed through a short silica gel column with ET20 lutant to yield TETRAHYDRO-FURAN-3-CARBALDEHYDE (approx 50 % yield, together with A DIMERIC product). Wittig reaction of the crude aldehyde with (cyanomethyl) triphenylphosphonium chloride as DESCIBED for 3-furan-3-yl-propylamine gave 3-(tetrahydro-furan-3-yl)-acrylonitrile (3.3 mmol) as a 2: 1 mixture (1H NMR) of the E/Z isomers after column chromatography (10 % Et2O/CH2Cl2 elutant). Hydrogenation of 3- (TETRAHYDRO-FURAN-3-YL)-ACRYLONITRILE in the presence of Raney Ni as detailed for 3-furan-3-yl) -propylamine gave the title amine (33 % yield). ESI-MS (M/Z) 130 [M+H]+., 124391-75-9

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

Reference£º
Patent; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2004/63192; (2004); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 124391-75-9

124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, 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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

To a mixture of 25 g of ( tetrahydrofuran-3-yl ) methanol of the following formula:and 125 ml of pyridine, 56 g of p-toluenesulfonyl chloride was added under nitrogen atmosphere and under ice-cooling, and stirred for 4 hours under ice-cooling. To the reaction mixture, water was added and extracted with tert-butyl methyl ether 2 times. The organic layer was washed with 1 mol/1 of hydrochloric acid and brine successively. The organic layer was dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to obtain 58 g of a crude product of p- toluenesulfonic acid tetrahydrofuran-3-ylmethyl ester of the following formula.The crude product was used for Reference Production Example 2 without further purification., 124391-75-9

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

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; MATSUO, Noritada; OHSHITA, Jun; WO2012/133861; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 124391-75-9

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

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,124391-75-9

To thoroughly dried ground 4A molecular sieves (5 g) was added ANHYDROUS CH2CI2 (20 ML) and 4-METHYLMORPHOLINE-N-OXIDE MO) (1. 76. G, 15 MMOL). The mixture was stirred at 0 ¡ãC for 15 min, then tetrahydro-3-furanmethanol (0. 96 ML, 10 mmol) and tetrapropylammonium PEIRUTHENATE (TPAP) (0.17 g, 0.5 mmol) were added and the mixture stirred for 90 min. The solvent volume was reduced and the entire reaction content was passed through a short silica gel column with ET20 lutant to yield TETRAHYDRO-FURAN-3-CARBALDEHYDE (approx 50 percent yield, together with A DIMERIC product). Wittig reaction of the crude aldehyde with (cyanomethyl) triphenylphosphonium chloride as DESCIBED for 3-furan-3-yl-propylamine gave 3-(tetrahydro-furan-3-yl)-acrylonitrile (3.3 mmol) as a 2: 1 mixture (1H NMR) of the E/Z isomers after column chromatography (10 percent Et2O/CH2Cl2 elutant). Hydrogenation of 3- (TETRAHYDRO-FURAN-3-YL)-ACRYLONITRILE in the presence of Raney Ni as detailed for 3-furan-3-yl) -propylamine gave the title amine (33 percent yield). ESI-MS (M/Z) 130 [M+H]+.

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

Reference£º
Patent; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2004/63192; (2004); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Brief introduction of 124391-75-9

As the paragraph descriping shows that 124391-75-9 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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.,124391-75-9

(1) Tetrahydrofuran-3-ylmethyl 4-methylbenzenesulfonate Tetrahydro-3-furanmethanol (4.09 g) and triethylamine (7.81 mL) were dissolved in tetrahydrofuran (30 mL). p-Toluenesulfonyl chloride (9.53 g) was added under ice-cooling, followed by stirring for one hour. Then, the mixture was heated to room temperature and further stirred for 18 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. Then, the organic layer was sequentially washed with a saturated sodium chloride solution and a saturated sodium bicarbonate solution, dried over magnesium sulfate and filtered. Then, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (heptane-ethyl acetate) to obtain the title compound (8.9 g). 1H-NMR (400 MHz, CDCl3) delta (ppm): 1.50-1.60 (m, 1H) , 1.96-2.04 (m, 1H), 2.45 (s, 3H), 2.53-2.64 (m, 1H), 3.47-3.51 (m, 1H), 3.65-3.81 (m, 3H), 3.88-3.93 (m, 1H), 3.96-4.00 (m, 1H), 7.32-7.36 (m, 2H), 7.76-7.79 (m, 2H).

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

Reference£º
Patent; Eisai R&D Management Co., Ltd.; EP2017275; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 124391-75-9

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

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

New learning discoveries about 124391-75-9

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

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