Category: 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.

To an ice-water cooled solution of (tetrahydrofuran-3-yl)methanol (2.0 g) in DCM (50 mL) wasadded TEA (5.5 mL) and then MsCI (2.3 mL) dropwise. The resulting mixture was warmed upslowly and stirred at RT for 2 hours. The mixture was quenched with aq. NaHCO3 solution, extracted with EA (3×100 mL). The combined organic layers were washed, dried andconcentrated to afford (tetrahydrofuran-3-yl)methyl methanesu Ifonate (3.2 g).

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; CHEN, Weichun; IGBOKO, Ebere F; LIN, Xichen; LU, Hongfu; REN, Feng; WREN, Paul Bryan; XU, Zhongmiao; YANG, Ting; ZHU, Lingdong; WO2015/181186; (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

General procedure: A stirred solution of 4-(2-hydroxyethyl)-morpholine (2.5mL, 20.7mmol) and Et3N (8.6mL, 62.0mmol) in anhydrous DCM (48mL) under N2 was cooled to 0¡ãC and then methanesulfonyl chloride (2.4mL, 31.0mmol) was added dropwise. The mixture was stirred at rt for 2h, filtered, the solid washed with minimal DCM and this filtrate combined with the original filtrate was evaporated under reduced pressure to give a yellow oil (10.24g) as a mixture of the desired product 2-(morpholin-4-yl)ethyl methanesulfonate and a salt (Et3NH+Cl+). This material was used without further purification. A stirred solution of 5-benzyloxyindole (600mg, 2.7mmol) in anhydrous DMF (11mL) under N2 was cooled to 0¡ãC, and then NaH (60percent by mass dispersion in mineral oil; 358mg, 9.0mmol) was added. The mixture was stirred at 0¡ãC for 10min and then at rt for 30min. The reaction mixture was cooled to 0¡ãC and a solution of 2-(morpholin-4-yl)ethyl methanesulfonate (1.13g, 5.4mmol) in anhydrous DMF (5mL) was added. The mixture was stirred at 45¡ãC for 2h, cooled to rt, diluted with EA (20mL) and quenched with sat. aq. NH4Cl (20mL) and H2O (10mL). The layers were separated and the aqueous layer extracted with EA (3¡Á20mL). The combined organics were washed with H2O (4¡Á70mL), dried over MgSO4, filtered and evaporated under reduced pressure. The crude product was purified using flash silica column chromatography (2:1PE:EA) to yield the desired 7a (690mg, 2.1mmol, 76percent) as a light brown wax (Rf 0.13, 2:1PE:EA)., 124391-75-9

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

Reference£º
Article; Cooper, Anna G.; MacDonald, Christa; Glass, Michelle; Hook, Sarah; Tyndall, Joel D.A.; Vernall, Andrea J.; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 770 – 789;,
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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

To a cooled (0¡ãC) solution of (tetrahydrofuran-3-yl)methanol (3.0 mL) and triethylamine (5.7 mL) in dichloromethane (30 mL) is added methanesulfonyl chloride (3.1 mL). The mixture is stirred for 12 hours at room temperature. After cooling to 0¡ãC triethylamine (1 .3 mL) and methanesulfonyl chloride (0.7 mL) are added and the mixture is stirred for 12 hours at room temperature. The mixture is partitioned between dichloromethane and saturated aqueous NaHCO3 solution and stirred vigorously for 30 minutes. The organic phase is separated, washed with brine and dried (MgSO4). The solvent is evaporated to give the title compound. Yield: 5.6 g; TLC: rf = 0.35 (silicagel, cyclohexane/ethyl acetate 1 :1 ); Mass spectrum (EST): m/z = 181 [M+H]+., 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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; WO2013/144098; (2013); 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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

Step 1: (Tetrahydrofuran-3-yl)methyl methanesulfonate To a cooled (0 C.) solution of (tetrahydrofuran-3-yl)methanol (3.0 mL) and triethylamine (5.7 mL) in dichloromethane (30 mL) is added methanesulfonyl chloride (3.1 mL). The mixture is stirred for 12 hours at room temperature. After cooling to 0 C. triethylamine (1.3 mL) and methanesulfonyl chloride (0.7 mL) are added and the mixture is stirred for 12 hours at room temperature. The mixture is partitioned between dichloromethane and saturated aqueous NaHCO3 solution and stirred vigorously for 30 minutes. The organic phase is separated, washed with brine and dried (MgSO4). The solvent is evaporated to give the title compound. Yield: 5.6 g; TLC: rf=0.35 (silicagel, cyclohexane/ethyl acetate 1:1); Mass spectrum (ESI+): m/z=181 [M+H]+.

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

Reference£º
Patent; Boehringer Ingelheim International GmbH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; US2013/252937; (2013); 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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

Example 1; Preparation of 1-{(tetrahydro-3-furanyl)methyl}-2-nitro-3-methylguanidine(dinotefuran);A mixture comprising 10.0 g of (tetrahydro-3-furanyl)methanol, 29.5 g of trifluoromethanesulfonic anhydride, 10.0 g of pyridine and 200 ml of dichloromethane was stirred for an hour at room temperature. Water was poured into the reaction solution to separate the organic layer, which was washed with 1 N hydrochloric acid, water and a saturated saline solution, dried, and concentrated to obtain 20 g of 3-tetrahydro-furanylmethyl triflate. 3.25 g of 60percent sodium hydride were added to 12.5 g of 1,5-dimethyl-2-nitroiminohexahydro-1,3,5-triazine and 60 ml of DMF at room temperature, followed by stirring for an hour. 20.0 g of the 3-tetrahydrofuranylmethyl triflate were added thereto, and the mixture was stirred at 50¡ã C. for 2 hours. After cooling the mixture to room temperature, 50 ml of 2N hydrochloric acid were added thereto, followed by stirring at 50¡ã C. for 2 hours. The resultant mixture was neutralized with sodium bicarbonate and extracted with dichloromethane, and the extract was dried and concentrated. The residue thus obtained was purified by silica gel column chromatography (eluent: ethyl acetate/hexane=1/1) to obtain 7.8 g of 1-{(tetrahydro-3-furanyl)methyl}-2-nitro-3-methylguanidine (dinotefuran)., 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; Cottrell, Ian W.; Ahn, Albert; Dorneval, Linda; US2007/254927; (2007); 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

To a solution of tetrahydro-3-furanmethanol (6.2 g, 60.8 mmol) in 60 mL tetrahydrofuran was added p-toluenesulfonyl chloride (11.6 g, 60.9 mmol) in one portion, followed by the drop-wise addition of triethylamine (9.2 mL, 66.4 mol) over 10 min. The resulting mixture was stirred at reflux for 16 h and then treated with triethylamine (1.6 mL, 11.5 mmol). Heating was continued for an additional 18 h. The cooled mixture was diluted with diethyl ether, washed with water and brine, and dried over MgSO4. The mixture was then filtered and concentrated under reduced pressure. The resulting residue was placed on a column of silica gel (30 g) and eluted with 5% to 80% ethyl acetate in hexanes to give 11.0 g (72%) of the title compound as an orange oil.1H NMR (CDCl3) delta 7.79 (m, 2H), 7.36 (m, 2H), 3.88-4.04 (m, 2H), 3.64-3.84 (m, 3H), 3.50 (dd, IH), 2.53-2.67 (m, IH), 2.46 (s, 3H), 1.96-2.05 (m, IH), 1.50-1.64 (m, IH)., 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; E. I. DU PONT DE NEMOURS AND COMPANY; WO2009/61761; (2009); A2;,
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

Triphenylphosphine (7.7 g, 29.4 mmol) was added to a solution of (tetrahydrofuran-3-yl)methanol (2 g, 19.6 mmol) and carbon tetrabromide (7.7 g, 23.5 mmol) in DCM (30 mL) at 0 C. The reaction was stirred for 2 hours at room temperature. The mixture was poured into water (50 mL) and extracted with dichloromethane (50 mL x3). The organic extracts were combined, dried over anhydrous sodium sulfate, and concentrated. The residue was purified by silica gel column chromatography to give 3- (bromomethyl)tetrahydrofuran (2.0 g, 62% yield).

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; NEUROPORE THERAPIES, INC.; STOCKING, Emily M.; WRASIDLO, Wolfgang J.; (175 pag.)WO2019/199864; (2019); 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

(1) a chloroform solution (100 mL) of tetrahydrofuran-3-ylmethanol (5.1 g), at room temperature, triethylamine (13.8 mL), trimethylamine hydrochloride (1.43 g), p-toluenesulfonyl chloride (11.4 g ), and the mixture was stirred for 14 hours. The reaction mixture was washed with saturated brine, and the organic layer was dried over anhydrous magnesium sulfate.After filtration over anhydrous magnesium sulfate, and N, and N- dimethylformamide (100 mL) was added a solution under reduced pressure the solvent was distilled off the resulting residue was (14.2 g). Then potassium carbonate (13.8 g), and stirred for 2 hours 30 minutes at 65 C. was added 2-mercaptobenzothiazole and (10.0g).Distilled water was added to the reaction mixture and extracted with ethyl acetate.The organic layer was washed with saturated brine, and dried with anhydrous magnesium sulfate.After filtration over anhydrous magnesium sulfate, toluene under azeotropic vacuo, and evaporated to give a residue (10.4 g). It was dissolved adding chloroform (75mL), under ice-cooling, and the mixture was stirred for 18 hours added m- chloroperbenzoic acid (24.9g). After stirring added a saturated aqueous sodium thiosulfate solution and saturated aqueous sodium bicarbonate sulfate, and extracted with chloroform. The organic layer was concentrated under reduced pressure 2- (tetrahydrofuran-3-yl-methyl-sulfonyl) -1,3-benzothiazole (11.4 g) as a yellow oily substance.

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; TAISHO PHARMACEUTICAL COMPANY LIMITED; NISSAN CHEMICAL INDUSTRIES LIMITED; KURODA, SHOICHI; USHIKI, YASUNOBU; KAWAGUCHI, TAKANORI; FUSEGI, KEIKO; BOHNO, MASAHIRO; IMAI, YUDAI; UNEUCHI, FUMITO; IWAKIRI, KANAKO; TANAKA, HIROAKI; BOHNO, AYAKO; CHONAN, TOMOMICHI; ITOH, SHIN; OTA, HIROFUMI; ISHIYAMA, SEISHI; OKADA, TAKUYA; SASAKO, SHIGETADA; MONMA, SOUICHI; NIWA, MARIE; OKADA, TAKUMI; (289 pag.)JP2015/231988; (2015); A;,
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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

REFERENCE EXAMPLE 6 Preparation of (tetrahydro-3-furanyl)methyl tosylate (Compound No. D5) A mixture comprising 50 g of (tetrahydro-3-furanyl)methanol, 95 g of tosyl chloride, 52 g of triethylamine and 450 ml of THF was refluxed for 8 hours. After separation of insolubles by filtration, the reaction fluid was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane=1/7) to obtain 114.5 g of (tetrahydro-3-furanyl)methyl tosylate.

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; Mitsui Toatsu Chemicals, Inc.; US5434181; (1995); A;,
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

Example 64A 3-(tosylmethyl)tetrahydrofuran To a solution of (tetrahydrofuran-3-yl)methanol (1.0 g, 9.8 mmol) in CH2Cl2 (5 mL) and triethylamine (1.98 g, 19.6 mmol) was added p-toluenesulfonyl chloride (2.8 g, 14.7 mmol) in portions over 15 minutes. The mixture was stirred at ambient temperature for 12 hours and was quenched with 10 mL of saturated, aqueous NaHCO3. The layers were separated and the aqueous layer was extracted with CH2Cl2 (2*10 mL) The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford the title compound. MS (DCI/NH3) m/z 257 (M+H)+.

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; ABBOTT LABORATORIES; US2008/153883; (2008); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem