Day: September 16, 2020

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 Preparation of (tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate To a stirred solution of (tetrahydrofuran-3-yl)methanol (5.0 g, 49.0 mmol) in pyridine (30 mL) was added TsCl (11.2 g, 58.8 mmol) slowly at 0¡ã C. The reaction mixture was stirred at room temperature overnight. The resulting mixture was diluted with EtOAc (150 mL), washed with saturated aqueous citric acid (100 mL*5) and saturated aqueous NaHCO3 (100 mL*3), dried over Na2SO4, filtered and concentrated in vacuo. The resulting product was purified by column chromatography on silica gel (0-15percent EtOAc in petroleum ether) to afford (tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate (8.7 g, 69percent) as a colorless 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; Merck Patent GmbH; KARRA, Srinivasa R.; (153 pag.)US2016/168090; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

10374-51-3, 5-(Hydroxymethyl)dihydrofuran-2(3H)-one is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1 (S)- gamma -Pivaloyloxymethyl- gamma -butyrolactone (V) To a solution of (S)-gamma-hydroxymethyl-gamma-butyrolactone1 Prepared according to the literature procedure: M. Taninguchi, K. Koga, S. Yamada, Tetrahedron, 30 , 3547 (1974).1(40 g, 0.34M) in pyridine (200 mL) was added pivaloyl chloride (46 g, 0.38M) and the mixture was heated at 50C for 5 h under nitrogen. The reaction was cooled to room temperature and MeOH (50 mL) was added. The mixture was then concentrated in vacuo, taken up in CH2Cl2-water. The CH2Cl2 was washed with water, 30% H3PO4, brine, and dried over MgSO4. After removal of the solvent under reduced pressure, the residual oil was chromatographed on silica gel using CH2Cl2 as eluent to give 2 (48 g, 70%) as a colorless oil: 1H NMR (CDCl3) delta 1.15 (s, 9H), 1.9-2.6 (m, 4H), 4.09 (dd, J=4.8, 12.3 Hz, 1H), 2.29 (dd, J=3.3, 12.3 Hz, 1H), 4.7-4.75 (m, 1H)., 10374-51-3

10374-51-3 5-(Hydroxymethyl)dihydrofuran-2(3H)-one 98431, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; EP501511; (1992); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

17347-61-4, 2,2-Dimethylsuccinicanhydride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

17347-61-4, Intermediate C: Ethyl 3-(5-methoxy-1H-benzo[d]imidazol-2-yl)-2,2-dimethylpropanoate To a 100 mL round-bottomed flask were added a stir bar, 4-methoxy-o-phenylenediamine bis-hydrochloride salt (2 g, 9.5 mmol), acetonitrile (20 mL), triethylamine (2.6 mL, 19 mmol), and 3,3-dimethyldihydrofuran-2,5-dione (1.2 g, 9.5 mmol). After 1 h, the mixture was concentrated to dryness and ethanol (50 mL) followed by HCl (1 mL, 12 N) was added to the residue. The reaction vessel was heated at 80¡ã Celsius for 12 hours before cooling to RT. The reaction mixture was concentrated to dryness. The residue was diluted with water (50 mL) and neutralized with sat. NaHCO3 until pH was 6.8-7. The aqueous was extracted with diethyl ether (3*100 mL), the combined extracts dried over sodium sulfate, filtered and concentrated to dryness. The residue was subjected to FCC to give the title compound (1.5 g, 57percent). MS (ESI): mass calcd. for C15H20N2O3, 276.15; m/z found, 277.1 [M+H]+. A mixture of two tautomer’s was observed so peaks are listed for identification purposes only. 1H NMR (600 MHz, DMSO-d6) delta 11.99-11.85 (m), 7.39 (d, J=8.7), 7.29 (d, J=8.6), 7.07 (d, J=2.4), 6.92 (d, J=2.4), 6.75 (dd, J=8.6, 2.4), 6.72 (dd, J=8.7, 2.4), 4.13-4.02 (m), 3.78-3.74 (m), 3.00-2.94 (m), 1.24-1.21 (m), 1.13 (t, J=7.1).

As the paragraph descriping shows that 17347-61-4 is playing an increasingly important role.

Reference£º
Patent; Chai, Wenying; Dvorak, Curt A.; Eccles, Wendy; Edwards, James P.; Goldberg, Steven D.; Krawczuk, Paul J.; Lebsack, Alec D.; Liu, Jing; Pippel, Daniel J.; Sales, Zachary S.; Tanis, Virginia M.; Tichenor, Mark S.; Wiener, John J. M.; US2014/275029; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

204512-95-8, (S)-Tetrahydrofuran-3-amine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 7 (S)-7,8-Dimethoxy-N-(tetrahydrofuran-3-yl)quinazolin-4-amine A solution of 4-chloro-7,8-dimethoxyquinazoline (1.5 g, 6.7 mmol), (S)-tetrahydrofuran-3-amine hydrochloride (1.00 g, 8.00 mmol) and DIPEA (3.44 g, 26.7 mmol) in DMF (20 mL) was stirred at 100 C. for 3 hours. The solution was concentrated under vacuum. The residue was diluted with DCM (300 mL) and washed with brine (3*50 mL). The organic layer was evaporated and the residue was purified by prep-HPLC to afford (S)-7,8-dimethoxy-N-(tetrahydrofuran-3-yl)quinazolin-4-amine 1.2 g (67%) as a white solid, 204512-95-8

The synthetic route of 204512-95-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kehler, Jan; Rasmussen, Lars Kyhn; Langgard, Morten; US2015/175584; (2015); 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

2-tetrahydrofurancarboxylic acid (5 mmol, 580 mg), 10% Pd/C (0.05 mmol, 50 mg) was sequentially added to a 25 ml hastelloy autoclave. La(OTf)3 (0.1 mmol, 62 mg) and 10 ml of acetic acid. After replacement by N2, H2 was charged to 15 atm. The mixture was heated to 170 C with stirring for 6 h. After the reaction was completed, it was cooled to room temperature and the gas was carefully released. The reaction solution was filtered to recover a Pd/C hydrogenation catalyst. The reaction solution passed the gas phase test. the yield of 1,4-butanediol diacetate was 60.3%., 16874-33-2

16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; University of Science and Technology of China; Deng Jin; Gong Baoxiang; Shi Jing; Fu Yao; (9 pag.)CN110218152; (2019); 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.219823-47-9,(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

To a solution of (1 R,4R)-5-(6-(6-(3-azabicyclo[3. 1 .0]hexan-6-yl)-5-methyl-1 H-indazol-1 -yl)-2- methylpyrimidin-4-yl)-2-oxa-5-azabicyclo[2.2. 1 ]heptane (150 mg, 0.37 mmol) in MeCN (20 mL) was added (R)-tetrahydrofuran-3-yl 4-methylbenzenesulfonate (271 mg, 1.12 mmcl) and K2C03 (154 mg, 1.12 mmcl) at ii under N2. The reaction mixture was stirred at 110 C for 24h. The mixture was purified by silica gel chromatography eluted with EtOAc and flash columnto give the product as a white solid (35 mg, yield: 19%).IH NMR (400 MHz, CDCI3) oe 8.52 (s, 1H), 8.03 (s, IH), 7.46 (s, 1H), 6.66 (s, 1 H), 5.25 (m,0.65H), 4.73 (s, 1H), 3.97-3.93 (m, 1H), 3.92-3.90 (m, 2H), 3.88-3.83 (m, 2H), 3.79-3.77 (m,1H), 3.65-3.52 (m, 2H), 3.29-3.27 (m, 1H), 3.18-3.16 (m, IH), 3.07-3.03 (m, 1H), 2.61-2.50(m, 5H), 2.42 (s, 3H), 2.41-2.40 (m, 1H), 2.06-1.91 (m, 4H), 1.88 (m, 2H).LC-MS [mobile phase: from 90% water (0.1% FA) and 10% MeCN (0.1% FA) to 5% water (0.1% FA) and 95% MeCN (0.1% FA) in 2.6 mm]: Rt 1.12 mm; MS Calcd: 472.26, MS Found: 473.5 [M + H]., 219823-47-9

As the paragraph descriping shows that 219823-47-9 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DING, Xiao; REN, Feng; SANG, Yingxia; XING, Weiqiang; ZHAN, Yang; ZHAO, Baowei; (357 pag.)WO2018/137593; (2018); 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: Five novel lanthanide tetrahydrofuran-2-carboxylate (THFC) complexes [Ln(THFC)2(H2O)2]¡¤L¡¤H2O (Ln=Eu; L=Cl?, Br?, NO3? and Ln=Tb; L=Cl?, NO3?) have been synthesized. An ethanol solution of the lanthanide chloride, bromide or nitrate was dropwise added to a water?ethanol solution of a mixture of tetrahydrofuran-2-carboxylic acid and NaOH in a 1:2:2 ratio. The final solution was heated in a water bath about 2h. An extracted powder of the complex was washed with acetone or isopropyl alcohol. The yields were equal to 75percent, 71percent, 86percent, 74percent, 89percent for the Eu compounds with L=Cl?, Br?, NO3? and Tb compounds with L=Cl?, NO3?, respectively. All reagents were purchased from Sigma?Aldrich and were analytical grade. All solvents were purified by standard techniques. The samples synthesized are single-phase, which was proved by powder X-ray diffraction patterns obtained on a Bruker D8 Advance diffractometer. The results for two compounds are given in Fig. S1 (see Supplementary information file). Crystals of the compounds were grown by slow evaporation of the solvent at room temperature. The molecular structures of the compounds obtained are identical, in accordance with the X-ray investigation, luminescence and IR spectra. (0004)

16874-33-2, 16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Article; Zhuravlev; Vologzhanina; Kudryashova; Klemenkova; Tsaryuk; Polyhedron; vol. 56; (2013); p. 109 – 115;,
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.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

To a saturated aqueous sodium sulfite solution (10 mL) was added 3- (bromomethyl) tetrahydrofuran (1.00 g, 6.06 mmol).The reaction mixture was warmed to reflux for 24 hours,And then concentrated under reduced pressure.To the resulting residue was added ethanol (20 mL)The resulting mixture was warmed to 50 ¡ã C,Stir for 30 minutes,Immediately filter hot.The filtrate was concentrated under reduced pressure to give the title compound as a white solid(875.3 mg, yield 76.8percent).

165253-29-2, 165253-29-2 3-(Bromomethyl)tetrahydrofuran 14173422, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Sunshine Lake Pharma Co., Ltd.; Xi, Ning; Dai, Weilong; Li, Minxiong; Chen, Wuhong; Zhang, Tao; Hu, Haiyang; Li, Xiaobo; Liu, Jun; Wang, Tingjin; (146 pag.)CN106478651; (2017); 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.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 1-(4-hydroxyphenyl)ethanone (1.0 g), potassium carbonate ( 2.1 g ), 1-bromo-2-methylpropane (1.1 g) was stirred in ethanol at room temperature for 2 days. The reaction mixture was filtered, the filtrate was concentrated. The residue was purified by column chromatography with petroleum ether: ethyl acetate (15:1) as eluent to afford the desired product (165mg, yield 11.7percent).

165253-29-2, 165253-29-2 3-(Bromomethyl)tetrahydrofuran 14173422, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Article; Evena?s, Johan; Edfeldt, Fredrik; Lepisto?, Matti; Svitacheva, Naila; Synnergren, Anna; Lundquist, Britta; Gra?nse, Mia; Ro?nnholm, Anna; Varga, Mikael; Wright, John; Wei, Min; Yue, Sherrie; Wang, Junfeng; Li, Chong; Li, Xuan; Chen, Gang; Liao, Yong; Lv, Gang; Tjo?rnebo, Ann; Narjes, Frank; Bioorganic and Medicinal Chemistry Letters; vol. 24; 5; (2014); p. 1315 – 1321;,
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.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.

To a solution of 2-formyl-4,5 -dimethyl-6-(5 -((1 -methylcyclopropyl)methoxy)-2-azabicyclo[4. 1 .Ojheptan-2-yl)nicotinonitrile (compound 5-4 of Scheme 5, 100 mg, 0.295 mmol) in DCE (3 mL) was added tetrahydrofuran-3-amine (25.7 mg, 0.295 mmol) and AcOH (1.687 tL, 0.029 mmol), the mixture was stirred at 40 ¡ãC for 0.5 h. Then sodium triacetoxyborohydride (125 mg, 0.589 mmol) was added and the mixture was stirred at 40 ¡ãC for 16 h. The reactionmixture was quenched with saturated aqeous NaHCO3 (1 0 mL) and the mixture was extracted with EtOAc (10 mL x 3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated to get the residue, which was further purified by pre-TLC (DCM:MeOH = 10:1) to give the title compound., 88675-24-5

The synthetic route of 88675-24-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP and DOHME CORP.; CLAUSEN, Dane James; FELLS, James, I.; KOZLOWSKI, Joseph, A.; LIU, Ping; MAZZOLA, Robert, D., Jr.; (94 pag.)WO2018/226545; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem