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.

A solution of tetrahydro-3-furanmethanol (0.14 ml_, 1 .42 mmol), triethylamine (0.2 ml_, 1 .42 mmol) in THF (4 ml.) was prepared in a round bottom flask under inert atmosphere. The mixture was cooled to 0C and freshly prepared oleoyl chloride (212 mg, 0.7 mmol) in THF (4 ml.) was added via cannula. After stirring for overnight at RT, the mixture was worked up by addition of distilled water (6 ml_). The product was extracted with ethyl acetate (3 x 15 ml_), dried over MgS04 and purified by column chromatography on Si02. (petroleum ether/ ethyl acetate (5:1 ), Rf = 0.70), m= 236.1 mg. Aspect: colorless oil. yield: 93 %. 1H NMR (500 MHz, CDCI3) d (ppm): 5.34 (qd, 2H, J = 1.9 Hz, J = 3.9 Hz), 4.09 (dd, 1 H, J = 6.5 Hz, J = 10.9 Hz), 3.97 (dd, 1 H, J = 8.0 Hz, J = 10.9 Hz), 3.90-3.82 (m, 2H), 3.79-3.71 (m, 1 H), 3.56 (dd, 1 H, J = 5.6 Hz, J = 8.8 Hz), 2.62-2.51 (m, 1 H), 2.30 (t, 2H, J = 7.5 Hz), 2.08-1.96 (m, 5H), 1 .67-1 .57 (m, 4H), 1 .37-1.20 (m, 19H), 0.88 (t, 3H, J = 6.9 Hz). 13C {1 H} NMR (126 MHz, CDCI3) d (ppm): 173.77, 130.00, 129.71 , 70.54, 67.70, 65.66, 38.26, 34.25, 31.89, 29.75, 29.67, 29.50, 29.30 (2x), 29.14, 29.10, 29.08, 28.94, 27.20, 27.14, 24.95, 22.66, 14.09., 124391-75-9

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

Reference£º
Patent; UNIVERSITE DE BOURGOGNE; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); KHAN, Naim; JUGE, Sylvain; HICHAMI, Aziz; BAYARDON, Jerome; MANGIN, Floriane; KHAN, Amira; (0 pag.)WO2019/228994; (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

Under nitrogen atmosphere, to a mixture of (tetrahydrofuran-3-yl)-methanol represented by the following formula: (25 g) and pyridine (125 ml) was added p-toluenesulfonyl chloride (56 g) under ice-cooling, and the mixture wasstirred under ice-cooling for 4. hrs. Then, water was added to the reaction mixture, and the mixture was extracted twice with tert-butyl methyl ether. The organic layer was washed with 1 mol/L hydrochloric acid followed by saturated brine. The organic layer was dried over anhydrous sodiumsulfate, and then filtered. The filtrate was concentrated under reduced pressure to obtain a crude product (58 g) of tetrahydrofuran-3-ylmethyl p-toluenesulfonate represented by the following formula:, 124391-75-9

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

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; MIYAZAKI, Hiroyuki; MATSUO, Noritada; OHSHITA, Jun; WO2013/47904; (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.

A suspension of magnesium bromide (2 eq/mole, 108.17 g) in acetonitrile (300 ml) is added, at 0C, with acetic anhydride (4 eq/mole, 119.95 g). The mixture is left under stirring for 15 minutes at 0C, then 3-hydroxymethyl tetrahydrofuran (30 g, 293 mmoles) is added. The mixture is kept at the reflux temperature until complete disappearance of the substrate (18 h), then is added with 300 ml of a sodium bicarbonate saturated solution and left under stirring at room temperature for 30 minutes. The mixture is extracted with ethyl acetate (3×100 ml), the organic phase is dried over anhydrous sodium sulfate, filtered and the solvent is evaporated off to a residue. The reaction conversion is quantitative. 59.02 g (yield: 75%) of a colourless oil are obtained. The gas-chromatographic and nuclear magnetic resonance analysis of the residue show the presence of a mixture consisting of 2-acetoxymethyl-4-bromo-butyl-1-acetate and its 2-bromomethyl-4-acetoxybutyl-1-acetate isomer in a yield of 90% (53.12 g) and 10% (5.902 g), respectively. This mixture can be used directly in the subsequent reaction for the alkylation of 2-aminochloropurine (IV) as no addition products due to the presence of the minor isomer are formed. (The two isomers can anyway be separated, if necessary, by fractional distillation).2-Acetoxymethyl-4-bromo-butyl-1-acetate:1H-NMR (d, ppm): 1.83 (q, 2H, CH2) 1.98 (s, 6H, 2(CH3)) 2.07-2.13 (m, 1H, CH) 3.45 (t, 2H, CH2Br) 4.04 (d, 4H, 2(CH2O)).13C-NMR (d, ppm): 21.33 (CH2Br) 31.03(2(CH3)) 32.01 (CH2) 36.55 (CH) 64.00 (2(CH20)) 171.37 (2(CO)).2-Bromomethyl-4-acetoxy-butyl-1-acetate:1H-NMR (d, ppm): 1.63 (m, 2H, CH2) 1.88 (s, 3H, CH3) 1.90 (s, 3H, CH3) 1.99 (m, 1H, CH) 3.37 (d, 2H, CH2Br) 4.01 (d, 2H, CH2O) 4.13 (t, 2H, CH2O).13C-NMR (d, ppm): 20.55 (CH3) 21.03 (CH3) 28.37 (CH) 34.49 (CH2Br) 36.03 (CH2) 61.25 (OCH2) 66.26 (OCH2) 170.39 (CO) 170.42 (CO).

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; RECORDATI S.A.; WO2004/7418; (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

Example 85B (tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate To a solution of (tetrahydrofuran-3-yl)methanol (5.15 g, 50.4 mmol) in dichloromethane (200 mL) were added triethylamine (21.08 mL, 151 mmol) and p-toluenesulfonyl chloride (9.61 g, 50.4 mmol) and the mixture was stirred at room temperature overnight. The reaction mixture was washed with water (100 mL) and brine (100 mL). The organic layer was dried with sodium sulfate, filtered and concentrated. The crude product was purified by column chromatography using an Analogix Intelliflash280 (SiO2, 0-40% ethyl acetate in hexane) to provide the title compound (12.5 g, 97%) as colorless viscous liquid. 1H NMR (300 MHz, DMSO-D6) delta ppm 1.40-1.51 (m, 1H) 1.83-1.95 (m, 1H) 2.43 (s, 3H) 3.28-3.31 (m, 1H) 3.31-3.37 (m, 1H) 3.51-3.67 (m, 3H) 3.90-4.00 (m, 2H) 7.48-7.51 (m, 2H) 7.78-7.82 (m, 2H); MS (DCI/NH3) m/z 274 (M+NH4)+.

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

Reference£º
Patent; ABBOTT LABORATORIES; US2009/105306; (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

PREPARATION 9 3-(Bromomethyl)tetrahydrofuran A solution of triphenylphosphine (7.34 g) in dichloromethane (65 ml) was added to a solution of 3-(hydroxymethyl)tetrahydrofuran (1.93 ml) and carbon tetrabromide (7.95 g) in dichloromethane (55 ml) at 0¡ã C. The solution was warmed to room temperature and the reaction mixture was stirred for 3.5 hours after which time the solvent was removed under reduced pressure. The residue was chromatographed on silica gel eluding with a solvent gradient of 15:1 changing to 10:1, by volume, hexane:ethyl acetate to afford 3-(bromomethyl)tetrahydrofuran (2.49 g) as a colourless oil. 1H-NMR (CDCl3) delta: 3.85 (2H, m), 3.75 (1H, q), 3.58 (1H, m), 3.40 (2H, q), 2.65 (1H, m), 2.10 (1H, m), 1.65 (1H, m)., 124391-75-9

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

Reference£º
Patent; Pfizer Inc.; US6610707; (2003); B1;,
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.

TETRAHYDRO-3-FURAN methanol 65 (0.50 g, 4.9 mmol) was dissolved in dry DCM (30 mL) and triethylamine (1.06 mL, 8.8 mmol, 1.8 equiv) was added to the solution via syringe under N2 with stirring. The solution was cooled to 0 ¡ãC and METLIANESULFONYL chloride 63 (0.68 mL, 8.8 mmol, 1.8 equiv) added dropwise via syringe. The resultant solution was allowed to warm to RT and stirred at RT for 36 h. The solvent was then removed in vacuo. The residue was dissolved in fresh DCM and water (25 mL) added to the solution. The solution was then extracted with DCM. The DCM extracts were washed with brine, and the brine back-extracted with DCM. The combined DCM extracts were then reduced in vacuo to yield a yellow oil (66,0. 88 g, quantitative)., 124391-75-9

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

Reference£º
Patent; UNIVERSITY COLLEGE CARDIFF CONSULTANTS LIMITED; REGA FOUNDATION; WO2004/96813; (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

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

Reference£º
Patent; ABBOTT LABORATORIES; WO2009/67613; (2009); 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 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

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, 88%) as an oil., 124391-75-9

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

Reference£º
Patent; XCOVERY, INC.; WO2008/33562; (2008); 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

Reference Example 28 2-[(tetrahydrofuran-3-ylmethyl)oxy]pyridine-4-carbonitrile To a suspension (1.0 mL) of sodium hydride (100 mg, 2.50 mmol) in THF was added tetrahydrofuran-3-ylmethanol (138 muL, 1.43 mmol) at room temperature, and the mixture was stirred at 50¡ã C. for 30 min. The reaction mixture was cooled to room temperature, and a solution (1.0 mL) of 2-chloropyridine-4-carbonitrile (200 mg, 1.44 mol) in THF was gradually added at room temperature. The mixture was stirred at room temperature for 30 min. and at 50¡ã C. for 12 hrs. The reaction mixture was cooled to room temperature, water was added and THF was evaporated under reduced pressure. The concentrated residue was extracted with ethyl acetate. The organic layer was washed with saturated brine and, after drying over anhydrous sodium sulfate, concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (10percent-20percent ethyl acetate/hexane) to give the title compound as a colorless oil (202 mg, 68percent). 1H-NMR (300 MHz, CDCl3) delta: 1.64-1.83 (1H, m), 2.05-2.20 (1H, m), 2.64-2.86 (1H, m), 3.68 (1H, dd, J=8.9, 5.3 Hz), 3.74-3.84 (1H, m), 3.85-3.96 (2H, m), 4.19-4.42 (2H, m), 6.99 (1H, s), 7.07 (1H, dd, J=5.3, 1.1 Hz), 8.28 (1H, d, J=5.1 Hz)., 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; Takeda Pharmaceutical Company Limited; Terauchi, Jun; Nara, Hiroshi; Oki, Hideyuki; Sato, Kenjiro; (166 pag.)US2015/329556; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem