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.

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

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.

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

Example 76: Preparation of 5-[5-Fluoro-2-oxo-l,2-dihydro-indoI-(3Z)- yIidenemcthyl]-2,4-dimethyI-lH-pyrroIe-3-carboxylic acid [(R)-3-oxo-2- (tetrahydro-furan-3-yImethyl)-isoxazolidin-4-yl]-amide76a 76b Stepl : To a solution of 76a (250mg 2.45mmol), TEA (273mg, 2.7mmol) inDCM (2OmL) was added methane sulfonyl chloride (298mg, 2.6mmol) drop-wise at O0C. The mixture was stirred overnight at room temperature. After the reaction was complete, the mixture was washed with Na2CO3 solution. The organic phase was separated and the aqueous phase was extracted by DCM (20mL*3). The organic phase was combined, dried over anhydrous Na2SO4 and evaporated to provide 76b (387mg, 88percent) as an 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; XCOVERY, INC.; WO2008/33562; (2008); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 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.

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.

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 60% 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] 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 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=L/L)] to obtain 7.8 g of [1-{(TETRAHYDRO-3-FURANYL) METHYL}-2-NIERO-] 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; THE HARTZ MOUNTAIN CORPORATION; WO2004/23873; (2004); A2;,
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

Example 140 Methanesulfonic acid tetrahydro-furan-3-ylmethyl ester To a solution of (tetrahydro-furan-3-yl)-methanol (60 muL, 0.62 mmol) and triethylamine (174 muL, 1.25 mmol) in dichloromethane (4 mL) at 0¡ã C., methanesulfonylchloride (96 muL, 1.24 mmol) was added. The reaction was allowed to slowly warm to ambient temperature and stir overnight. Saturated sodium bicarbonate (2 mL) was added, and the mixture was stirred at ambient temperature for 30 minutes. Then the reaction was extracted with dichloromethane (3*10 mL). The organic layers were combined, dried with magnesium sulfate, filtered, and concentrated. No other purification steps were taken.

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; Genelabs Technologies, Inc.; US2009/226398; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Some tips on 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 stirring solution of (3-oxolanyl)methan-1-ol (25 g, 245 mmol) and triethylamine (34.37 mL, 245 mmol) in dry dichloromethane (250 mL) at 0¡ã C under N2 atmosphere was added dropwise methanesulfonyl chloride (18.94 mL, 245 mmol). The reaction mixture was stirred overnight after warming to room temperature, then a saturated solution of NaHCO3 (100 mL) was added and the mixture stirred for another 30 min. The biphasic mixture was separated and the organic layer was discarded. The aqueous layer was extracted with dichloromethane (3 x 25 mL) and the combined dichloromethane extracts were dried (Na2SO4), filtered and concentrated by rotary evaporation to give 42.16 g of (3-oxolanyl) methyl methanesulfonate (99 percent) as a light brown liquid., 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; TARGACEPT, INC.; WO2004/5293; (2004); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Simple exploration of 124391-75-9

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

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, Example 338E (100 mg, 0.20 mmol), (tetrahydro-furan-3-yl) -methanol (82 mg, 0.80 mmol), DBAD (92 mg, 0.40 mmol), PPh-polymer supported (133 mg, 0.40 mmol) and THF (5 mL) were mixed, and shaken overnight. The mixture was filtered. The filtrate was concentrated. To the residue was added methanol (8.0 mL) and 4N HCL in dioxane (0.50 mL). The mixture was stirred at room temperature for 8 hours. All the solvents were removed. The residue was washed with ethyl acetate (10 mLx2), and dried to give the desired product (48 mg, 67%).

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

Reference£º
Patent; ABBOTT LABORATORIES; WO2004/80973; (2004); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Simple exploration of 124391-75-9

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

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 162A Toluene-4-sulfonic acid tetrahydro-furan-3-ylmethyl ester To a solution of tetrahydro-3-furanmethanol (Aldrich, 1.0 mL, 10.4 mmol) in 5 mL CH2Cl2 and 5 mL pyridine was added para-toluenesulfonyl chloride (3.0 g, 15.6 mmol) portion-wise over 15 minutes. This mixture stirred at ambient temperature for 3 hours then 5 mL H2O was added. The layers were separated and the aqueous layer was extracted 2*5 mL CH2Cl2. The combined organics were dried over Na2SO4, filtered, concentrated under reduced pressure and dried under vacuum (~1 mm Hg) to afford the title compound (2.62 g, 10.2 mmol, 98percent yield). 1H NMR (300 Mhz, CDCl3) delta ppm 1.49-1.63 (m, 1 H) 1.94-2.08 (m, 1 H) 2.46 (s, 3 H) 2.52-2.68 (m, 1 H) 3.49 (dd, J=9.16, 5.09 Hz, 1 H) 3.64-3.84 (m, 3 H) 3.88-4.03 (m, 2 H) 7.36 (d, J=8.14 Hz, 2 H) 7.76-7.82 (m, 2 H); 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; Florjancic, Alan S.; Dart, Michael J.; Ryther, Keith B.; Perez-Medrano, Arturo; Carroll, William A.; Patel, Meena V.; Tietje, Karin Rosemarie; Li, Tongmei; Kolasa, Teodozyj; Gallagher, Megan E.; Peddi, Sridhar; Frost, Jennifer M.; Nelson, Derek W.; US2008/58335; (2008); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Some tips on 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

REFERENCE EXAMPLE 2 [(Tetrahydro-3-furanyl)methyl]bromide 10 g of (tetrahydro-3-furanyl)methanol was added dropwise to a mixture 31.8 g of phosphorus tribromide, 9.29 g of pyridine and 100 ml of ether over 30 minutes, and the mixture was then stirred for 5.5 hours. Next, the reaction mixture was concentrated under a reduced pressure, and the resultant residue was purified by silica gel column chromatography (1:1 ethyl acetate/hexane) to obtain 8.6 g of [(tetrahydro-3-furanyl)methyl]bromide. 1 H-NMR (CDCl3, ppm): 1.62-1.76 (1H, m), 2.05-2.16 (1H, m), 2.70 (1H, septet, J=7.3), 3.40 (2H, dd, J=1.5, J=7.3), 3.45-3.53 (1H, m), 3.60 (1H, dd, J=5.1, J=8.8), 3.80 (1H, t, J=7.3), 3.89-3.95 (1H, m)., 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; Mitsui Toatsu Chemicals, Inc.; US5614527; (1997); A;,
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

Step 1 a Synthesis of (Tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate To a solution of (tetrahydrofuran-3-yl)methanol (500 mg, 4.90 mM) in DCM (10 ml), triethyl amine (991 mg, 9.79 mM) was added. The reaction mixture was stirred for 5 min at 0 QC, followed by the addition of 4-methylbenzene-1 -sulfonyl chloride (933 mg, 4.90 mM) and DMAP (1 mg). The reaction mixture was further stirred for 2h, concentrated and purified by coloumn chromatography to afford the title compound (tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate (1 .07 g) as a white solid; Yield: 86percent; 1 H NMR (DMSO-d6, 300 MHz): delta 7.82 (d, J=8.1 Hz, 2H), 7.39 (d, J=8.1 Hz, 2H), 4.03-3.90 (m, 2H), 3.84-3.66 (m, 4H), 3.53-3.49 (m, 1 H), 2.47 (s, 3H), 1 .60-1 .51 (m, 2H); MS: m/z 279 (M+Na)., 124391-75-9

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

Reference£º
Patent; PIRAMAL ENTERPRISES LIMITED; KUMAR, Sanjay; SHARMA, Rajiv; MAHAJAN, Vishal, Ashok; SAWARGAVE, Sangameshwar, Prabhakar; WO2013/128378; (2013); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem