Category: 97-99-4

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.

97-99-4, To a mixture of (R)-(tetrahydrofuran-2-yl)methanol (Fluka, 4.0 g, 39.2 mmol) and di-tert-butyl hydrazine-1,2-dicarboxylate (9.1 g, 39.2 mmol) in THF (50 mL) was added triphenylphosphine (14.4 g, 54.8 mmol) followed by (E)-di-tert-butyl diazene-1,2-dicarboxylate (12.6 g, 54.8 mmol), portionwise. This mixture was stirred at ambient temperature for 16 h then was concentrated under reduced pressure and purified by column chromatography (SiO2, 99% hexane/EtOAc to 25% hexane/EtOAc) to give the title compound (11.8 g, 37.3 mmol, 95% yield). MS (DCI/NH3) m/z 317 (M+H)+

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

Reference£º
Patent; ABBOTT LABORATORIES; US2010/69348; (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.

The mixture of triethylamine (6.4 mL, 45.53 mmol), TsCl (6.4 g, 33.39 rnrnol) and 185 mgof DMAP were combined in CH2Clz (70 mL). this solution was cooled in an ice bath andto it was added a solution of tetrahydrofurfuryl alcohol Sa (3.1 g, 30.35 mmol) in 30 mL ofCH2Clz over 20 min. the reaction stirred overnight and was then concentrated in vacuum,the residue was taken up in ethyl acetate and then washed 2 times with a saturated solutionof NaHC03 and once with a brine. The organic layers were dried over MgS04, filtered andconcentrated in vacuum. The crude product was purified by Column chromatography onsilica gel (CH2Clz/cHex: 50/50) to give the expected product as oil (m = 5.6 g, 72 %). 1HNMR (300 MHz, CDCb): () (ppm) 1.48-1.68 (m, lH), 1.71-2.05 (m, 3H), 2.40 (s, 3H),3.58-3.82 (m, 2H), 3.86-4.15 (m, 3H), 7.31 (d, J = 8.0 Hz, 2H), 7.75 (d, J = 8.2 Hz, 2H).MS: [M+Ht rnlz = 257, 97-99-4

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

Reference£º
Patent; UNIVERSITE DE LILLE 2 DROIT ET SANTE; INSTITUT PASTEUR DE LILLE; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); CHARTON, Julie; DEPREZ, Benoit; BOULAHJAR, Rajaa; LEROUX, Florence; HOGUET, Vanessa; STAELS, Bart; MUHR-TAILLEUX, Anne; HENNUYER, Nathalie; BELLOY, Loic; (92 pag.)WO2017/134188; (2017); 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.

A solution of 7-hydroxy-2-(4-(1-methyl-1H-pyrazol-4-yl)benzyl)isoindolin-1-one (0.10 g) obtained in Reference Example 6, (R)-(tetrahydrofuran-2-yl)methanol (0.064 g) and tributylphosphine (0.13 g) in THF (4 mL) was added diazene-1,2-diylbis(piperidin-1-ylmethanone) (0.16 g) at 60C, and the mixture was stirred under a nitrogen atmosphere at 70C for 1 hr. The reaction mixture was diluted with ethyl acetate, and washed with saturated brine. The organic layer was separated, dried over anhydrous sodium sulfate, and concentrated. The residue was crudely purified by NH silica gel chromatography (hexane-ethyl acetate), and purified by HPLC (L-column2 ODS, mobile phase: water/acetonitrile (containing 0.1% NH4HCO3)) to give the title compound (0.035 g). MS: [M+H]+ 404.2 1H NMR (300 MHz, DMSO-d6) delta 1.73-1.91 (2H, m), 1.92-2.13 (2H, m), 3.62-3.74 (1H, m), 3.79-3.92 (4H, m), 3.99-4.14 (2H, m), 4.15-4.31 (3H, m), 4.63 (2H, s), 6.97-7.11 (2H, m), 7.24 (2H, d, J = 8.1 Hz), 7.42-7.58 (3H, m), 7.82 (1H, d, J = 0.8 Hz), 8.10 (1H, s)., 97-99-4

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

Reference£º
Patent; Takeda Pharmaceutical Company Limited; SUGIMOTO, Takahiro; NAKAMURA, Minoru; SAKAMOTO, Hiroki; SUZUKI, Shinkichi; YAMADA, Masami; KAMATA, Makoto; KOJIMA, Takuto; FUJIMORI, Ikuo; SHIMOKAWA, Kenichiro; EP2921480; (2015); 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 solution of (R)-tetrahydrofurfuryl alcohol (Lancaster, 1.0 g, 9.8 mmol) in 5 mL of CH2Cl2 and 5 mL of pyridine was added p- toluenesulfonyl chloride (2.8 g, 14.7 mmol) in portions over 15 minutes. The mixture was stirred at ambient temperature for 3 hours and was quenched with 10 mL of saturated, aqueous NaHCO3. The layers were separated and the aqueous layer was extracted with three 5 mL portions OfCH2Cl2. 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)+, 274 (M+NH4)+, 97-99-4

97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, 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

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

Example 89 Synthesis of (R)-4-amino-N-[4-(methoxymethyl)phenyl]-7-(1-methylcyclopropyl)-6-((tetrahydrofuran-2-yl)methoxy)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide 721 muL of (R)-(-)-tetrahydrofurfuryl alcohol was added to a suspension of 371 mg of sodium hydride (60%) in 15 mL of DMF with stirring at ice cooling temperature. The mixture was then stirred at room temperature for 30 minutes. A solution of 800 mg of 4-amino-6-bromo-N-[4-(methoxymethyl)phenyl]-7-(1-methylcyclopropyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide shown in Example 55 in 5 mL of DMF was added to the mixture, and stirred at 80 C. overnight. After cooling, the reaction mixture was partitioned between ethyl acetate and water, and the organic layer was washed with water and a saturated aqueous sodium chloride solution, followed by drying over sodium sulfate and solvent removal. The residue was purified by silica gel column (ethyl acetate/methanol=1/0->8/1), thereby obtaining 644 mg of the title compound., 97-99-4

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

Reference£º
Patent; TAIHO PHARMACEUTICAL CO., LTD.; MIYAZAKI, Isao; SHIMAMURA, Tadashi; KATO, Masanori; FUJITA, Hidenori; IGUCHI, Satoru; (161 pag.)US2018/9818; (2018); 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 mixture of (R)-(tetrahydrofuran-2-yl)methanol (2.0 g, 19.6 mmol) and di-tert-butyl hydrazine-1,2-dicarboxylate (4.5 g, 19.6 mmol) in anhydrous tetrahydrofuran (60 mL) was added triphenylphosphine (7.2 g, 27.4 mmol) followed by di-tert-butyl azodicarboxylate (6.3 g, 27.4 mmol) portionwise. The mixture was stirred for 16 hours, concentrated under reduced pressure and the crude residue purified by flash column chromatography using ethyl acetate, hexane (1:19 to 1:4) as an eluent to obtain the title compound (4.5 g, 72%), as a white solid, mp: 78.8-82.3 C; Rf: 0.19 (1:4 ethyl acetate, hexane); IR (vmax (neat)): 3314, 3254, 2831, 1737, 1661, 1229, 1144 cm-1; 1H NMR (300 MHz, CDCl3): delta 1.45 (18H, s), 1.78-1.99 (4H, m), 3.29-3.66 (2H, m), 3.67-3.91 (2H, m), 4.00-4.16 (1H, m), 6.58 (1H, bs) ppm; 13C NMR (75 MHz, CDCl3): delta 25.6, 28.3, 29.1, 53.3, 68.0, 74.1, 81.1, 155.4 ppm; LRMS (+ESI) m/z: 339.2 ([M+Na]+ 100%)., 97-99-4

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

Reference£º
Article; Moir, Michael; Boyd, Rochelle; Gunosewoyo, Hendra; Montgomery, Andrew P.; Connor, Mark; Kassiou, Michael; Tetrahedron Letters; vol. 60; 36; (2019);,
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

The mixture of triethylamine (6.4 mL, 45.53 mmol), TsCI (6.4 g, 33.39 mmol) and 1 85 mg of DMAP were combined in CH2CI2 (70 mL). this solution was cooled in an ice bath and to it was added a solution of tetrahydrofurfuryl alcohol 164a (3.1 g, 30.35 mmol) in 30 mL of CH2CI2 over 20 min. the reaction stirred overnight and was then concentrated in vacuum, the residue was taken up in ethyl acetate and then washed 2 times with a saturated solution of NaHC03 and once with a brine. The organic layers were dried over MgS04, filtered and concentrated in vacu u m . The cru de prod u ct was pu rified by Col u m n ch romatography on si l ica gel (CH2CI2/CyHex: 50/50) to give the expected product as oil (m = 5.6 g, 72 %). 1H NMR (300 MHz, CDCIs) delta 1 .48-1 .68 (m, 1 H), 1 .71 -2.05 (m, 3H), 2.40 (s, 3H), 3.58-3.82 (m, 2H), 3.86-4.15 (m, 3H), 7.31 (d, J = 8.0 Hz, 2H), 7.75 (d, J = 8.2 Hz, 2H). MS [M+H]+ 257 g/mol., 97-99-4

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

Reference£º
Patent; UNIVERSITE DE LILLE 2 DROIT ET SANTE; INSTITUT PASTEUR DE LILLE; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); CHARTON, Julie; DEPREZ, Benoit; LEROUX, Florence; STAELS, Bart; MUHR-TAILLEUX, Anne; HENNUYER, Nathalie; LESTAVEL, Sophie; PICON, Sylvain; AKNIN, Karen; BOULAHJAR, Rajaa; DUBANCHET, Barbara; (234 pag.)WO2016/16238; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem