Tag: 124391-75-9

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

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

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

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

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