Tag: 97-99-4

97-99-4, (Tetrahydrofuran-2-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

97-99-4, General procedure: To a solution of optically pure tetrahydrofurfuryl alcohol (6 or 16) in pyridine was added 1 eq of p-toluenesulfonyl chloride portionwise at 0 , then the reaction mixture was stirred for 3 h. The mixture was poured into a large amount of ice water with violent agitation, and the solid phase was filtered and recrystallized with methanol to give tosylate 7 or 17 as white solids. For 7: 92% yield, deltaH (500 MHz; CDCl3; Me4Si) 1.67-1.69 (m, 1 H), 1.85-1.87 (m, 2 H), 1.94-1.99 (m, 1 H), 2.44 (s, 3 H), 3.70-3.80 (m, 2 H), 3.97-4.10 (m, 3 H), 7.33 and 7.79 (d, J = 8.2 Hz, each 2 H); ESI-MS m/z: 279.1 [M+Na]+; For 17: 96% yield, deltaH (500 MHz; CDCl3; Me4Si) 1.60-1.70 (m, 1 H), 1.83-1.90 (m, 2 H), 1.94-2.01 (m, 1 H), 2.44 (s, 3 H), 3.70-3.81 (m, 2 H), 3.97-4.03 (m, 2 H), 4.06-4.10 (m, 1 H), 7.33 and 7.79 (d, J = 8.2 Hz, each 2 H); ESI-MS m/z: 267.1 [M+Na]+.

97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Article; Hao, Jia; Chen, Bo; Yao, Yiwu; Hossain, Murad; Nagatomo, Takafumi; Yao, Hequan; Kong, Lingyi; Sun, Hongbin; Bioorganic and Medicinal Chemistry Letters; vol. 22; 10; (2012); p. 3441 – 3444;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

97-99-4, (Tetrahydrofuran-2-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (R)-(tetrahydrofuran-2-yl)methanol (1.0 g, 9.8 mmol) in CH2Cl2 (3 mL) and pyridine (3 mL) at ambient temperature was added 4-methylbenzene-1-sulfonyl chloride (2.0 g, 10.3 mmol) portionwise over 5 min. The mixture was stirred for 16 hours at ambient temperature then quenched by the addition of 5% aqueous HCl (10 mL). The layers were separated and the aqueous phase was extracted with CH2Cl2 (3¡Á5 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purifined by column chromatography (SiO2, 75% hexanes in EtOAc) to afford the title compound (1.7 g, 6.8 mmol, 69% yield). MS (DCI/NH3) m/z 257 (M+H)+ and 274 (M+NH4)+, 97-99-4

97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; ABBOTT LABORATORIES; US2010/69348; (2010); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

97-99-4, (Tetrahydrofuran-2-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,97-99-4

Example 1 : Lambda/-((2S)-5-{[(2/?)-tetrahydro-2-furanylmethyl]oxy}-2,3-dihydro-1H-inden-2- yl)-2-propanesulfonamide; To a solution of Lambda/-[(2S)-5-hydroxy-2,3-dihydro-1 H-inden-2-yl]-2-propanesulfonamide (300 mg, 1.175 mmol, Description 3) and (2R)-tetrahydro-2-furanylmethanol (0.125 ml, 1.292 mmol) in dichloromethane (6 ml) was added DIAD (0.228 ml, 1.175 mmol) followed by triphenylphosphine (308 mg, 1.175 mmol). The reaction mixture was stirred at 25 0C overnight. 75 mul of (2/?)-tetrahydro-2-furanylmethanol, 0.115 ml of DIAD and 150 mg of triphenylphosphine were added to the reaction mixture which was stirred at room temperature overnight again.Solvent was removed and the residue was partitioned between water (10 ml) and EtOAc (30 ml). The aqueous phase was further extracted with EtOAc (30 ml). Organics were dried over MgSO4 and concentrated to give crude product which was purified by reverse phase chromatography using the MDAP. Relevant fractions were combined and concentrated to give the title compound as a white solid (170 mg).LC/MS (ES): Found 340 (ES+), retention time 0.97 mins (2 minute method). C17H25NO4S requires 339.1H NMR (400 MHz, MeOH-d4) delta 1.35 (d, J=6.8 Hz, 6 H), 1.69 – 1.85 (m, 1 H), 1.86 – 2.14(m, 3 H), 2.73 – 2.93 (m, 2 H), 3.10 – 3.28 (m, 3 H), 3.76 – 3.84 (m, 1 H), 3.85 – 3.97 (m, 3H), 4.16 (quintet, J=7.5 Hz, 1 H), 4.19 – 4.26 (m, 1 H), 6.73 (dd, J=8.0, 2.4 Hz, 1 H), 6.78(s, 1 H), 7.06 (d, J=8.3 Hz, 1 H).

The synthetic route of 97-99-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WARD, Simon, E; BERTHELEME, Nicolas; WO2010/37760; (2010); 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.97-99-4,(Tetrahydrofuran-2-yl)methanol,as a common compound, the synthetic route is as follows.

Example 77Preparation of 2-(T4-fluorophenvD(‘((‘RVtetrahvdrofiotaiotaran-2-yl)methoxy>)methyl)-N-(5 – methyl- lH-pyrazol-3-yl)pyrrolorK2-firi,2,41triazin-4-amineC[00392] To a suspension of 2-(bromo(4-fiuorophenyl)methyl)-N-(5 -methyl- 1 H- pyrazol-3-yl)pyrrolo[l,2-fJ[l,2,4]triazin-4-amine from Example 69, Step A (0.069 g, 0.17 mmol) in DCM (2 mL) were added (R)-(tetrahydrofuran-2-yl)methanol (0.05 mL, 0.51 mmol), 2,6-di-tert-butylpyridine (0.077 mL, 0.34 mmol) silver trifluoromethansulfonate (0.065 g, 0.26 mmol). The solution was stirred for 10 min, filtered rinsing with MeOH, and the filtrate was concentrated. The residue was purified by preparative HPLC (Phenomenex C- 18 reverse phase column, eluted with gradient of solvent B = 0.05% HOAC/CH3CN and solvent A = 0.05% HOAc/H2O) to afford 2-((4-fluorophenyl)(((R)-tetrahydrofuran-2-yl)methoxy)methyl)-N-(5-methyl- lH-pyrazol-3-yl)pyrrolo[l,2-fJ[l,2,4]triazin-4-amine (4.6 mg, 6 % yield). ). 1H NMR (300 MHz, DMSO-J6) delta 1.66-1.91 (m, 4H), 2.26 (s, 3H), 3.4-3.7 (m, 4H)5 4.02 (m, IH), 5.35 (s, IH), 6.5-6.7 (m, 2H), 7.15-7.2 (m, 3H), 7.56 (t, 2H), 7.72 (s, IH), 10.6 (s, IH), 12.2 (bs, IH); LC-MS (ESI) m/z 423 (M + H)+.

The synthetic route of 97-99-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMBIT BIOSCIENCES CORPORATION; ABRAHAM, Sunny; CHAO, Qi; HADD. Michael, J.; HOLLADAY, Mark, W.; LIU, Gang; NAMBU, Mitchell, D.; SETTI, Eduardo; WO2010/2472; (2010); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

97-99-4, (Tetrahydrofuran-2-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of Intermediate 3 (600 mg, 2.4 mmo[) in DCM (10 mL) was added(2R)-tetrahydrofuran-2-y[methano[ (295 mg, 2.9 mmo[) and triphenyiphosphine(950 mg, 3.6 mmo[). DIAD (0.7 mL, 3.6 mmo[) was added at -10C and the resultingsolution stirred at RT for 20 hours. The reaction mixture was concentrated and theresidue dissolved in THF (10 mL) and retreated with (2R)-tetrahydrofuran-2- ylmethanol (150 mg, 1.4 mmol), triphenylphosphine (475 mg, 1.8 mmol), DIAD (0.7 mL, 3.6 mmol) and the resulting solution stirred at RT for 72 hours. The reaction mixture was concentrated under reduced pressure and the residue partitionedbetween water (20 mL) and EtOAc (20 mL). The aqueous layer was re-extracted with EtOAc (2 x 20 mL) and the combined organics dried (over MgSO4) and concentrated under reduced pressure. The crude material was purified by Biotage IsoleraTM chromatography (eluting with 12 – 100 % EtOAc in heptane on a 55 g prepacked KP-NH SiC2 column) to give 973 mg (55% yield) of the title compound.1H NMR (250MHz, CDCI3): 6 [ppm] 8.11 (t, J = 1.4 Hz, 1H), 7.76-7.67 (m, 1H), 7.66- 7.58 (m, 1H), 7.52 (d, J = 1.1 Hz, 1H), 4.37 – 4.25 (m, 1H), 4.19 – 4.04 (m, 3H), 3.93 (5, 4H), 3.91 – 3.81 (m, 2H), 3.80- 3.67 (m, 2H), 2.52 (d, J = 1.0 Hz, 3H). LCMS (Analytical Method A) Rt = 1.39, MS (ESIpos): m/z = 334.1 (M+H)+.

97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; EVOTEC AG; DAVENPORT, Adam James; BRAEUER, Nico; FISCHER, Oliver Martin; ROTGERI, Andrea; ROTTMANN, Antje; NEAGOE, Ioana; NAGEL, Jens; GODINHO-COELHO, Anne-Marie; (703 pag.)WO2016/91776; (2016); 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.97-99-4,(Tetrahydrofuran-2-yl)methanol,as a common compound, the synthetic route is as follows.

Example 11A (2R)-tetrahydrofuran-2-ylmethyl 4-methylbenzenesulfonate To (R)-(tetrahydrofuran-2-yl)methanol (1.0 g, 9.8 mmol) in CH2Cl2 (3 mL) and pyridine (3 mL) at ambient temperature was added 4-methylbenzene-1-sulfonyl chloride (2.0 g, 10.3 mmol) portion-wise over 5 minutes. This mixture was stirred for 16 hours at ambient temperature then was quenched with 10 mL of 5% aqueous HCl and was extracted with 3*5 mL CH2Cl2. The combined organics were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude material was purified by column chromatography (SiO2, 75% hexanes in ethyl acetate) to give the title compound (1.7 g, 6.8 mmol, 69% yield). MS (DCI/NH3) m/z 257 (M+H)+ and 274 (M+NH4)+.

The synthetic route of 97-99-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; US2009/105306; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem