Day: October 14, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.915095-89-5,(S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran,as a common compound, the synthetic route is as follows.

915095-89-5, (3S) -3- [4-[(2-chloro-5-iodophenyl) methyl] phenoxy] tetrahydrofuran (1.0 g, 2.72 mmol), tetrahydrofuran (16 mL),PMDTA (1.2mL, 1.5equiv) was added to a 250mL three-necked bottle in sequence, and after replacing the air in the reaction bottle with nitrogen,The temperature of the cold trap is controlled at about -78 C, and 2.5M n-butyllithium (1.6mL, 1.5equiv) is slowly added dropwise and stirred for about 1h.TMS-protected gluconolactone 4 (1.5 g, 1.3 equiv) and toluene (16 mL) were added to another 50 mL round bottom flask and mixed well, and the temperature of the cold trap was controlled at about -78 C.The toluene solution of 4 was slowly dropped into a three-necked flask, keeping the temperature unchanged, and stirred for 2h.Keeping the temperature unchanged, methanol (10 mL) was slowly dropped into a three-necked flask and stirred for 20 min.Then the temperature rose to about -20 C, and a 15% citric acid aqueous solution (50 mL) was slowly dropped into the three-necked flask. After the drop was completed, the temperature was raised to room temperature and stirred for 2 hours.Then, a saturated sodium bicarbonate aqueous solution (100 mL) was slowly dropped into a three-necked flask, and the drop was completed, and stirred for 20 min.Transfer the reaction solution to a 250mL separatory funnel, let stand for layer separation, separate the organic phase, and extract the aqueous phase with ethyl acetate,The organic phases were combined and washed three times with brine, and the organic phase was dried over anhydrous magnesium sulfate.After filtering off the desiccant, the solvent was removed by rotary evaporation to obtain a yellow oil.

As the paragraph descriping shows that 915095-89-5 is playing an increasingly important role.

Reference£º
Patent; Shenyang Pharmaceutical University; Ren Xuhong; Zhang Letian; (8 pag.)CN111040000; (2020); 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.696-59-3,2,5-Dimethoxytetrahydrofuran,as a common compound, the synthetic route is as follows.

696-59-3, General procedure: Oxone (0.09 g, 0.30 mmol) was added to a solution of the aromatic primary amines (2.5 mmol) and 2,5-dimethoxytetrahydrofuron (3.0 mmol) in a solvent (5 mL) was further added (Scheme1). The reaction mixture was heated under microwave irradiation for 10 min at 110 ¡À 10 C. The reaction mixture was irradiated until total consumption of the amine was verified by TLC. Water was added and the products were extracted with EtOAc (3×20 mL). The organic phasewas dried over anhydrous MgSO4 and the solvent was removed under reduced pressure. The product was purified on a silica gel column chromatography eluted with mixture of ethylacetate/hexane (1:4) to afford the product.

696-59-3 2,5-Dimethoxytetrahydrofuran 79098, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Article; Gullapelli, Kumaraswamy; Brahmeshwari; Ravichander; Bulletin of the Chemical Society of Ethiopia; vol. 33; 1; (2019); p. 143 – 148;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

52079-23-9, (S)-(-)-alpha-Hydroxy-gamma-butyrolactone is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5- (2-aminoethoxy)-N- [3-chloro-4- (pyridin-2-ylmethoxy) phenyl] quinazolin-4-amine (obtained as described in Example 2.6, preparation of starting materials, 0.5 g, 1.19 mmol) was heated to 130C in xylene (20 ml) until it had dissolved. (S)- (-)-a-hydroxy-y- butyrolactone (0.10 ml, 1.31 mmol) was added and the mixture was stirred at 130C for 3 hours. More (S)-(-)-oc-hydroxy-y-butyrolactone (0.05 ml, 0.66 mmol) was added and the mixture was heated for a further 2 hours. The resultant precipitate was filtered off while the mixture was hot, washed with diethyl ether (3 x 10 ml) and dried to give the title compound as a solid (430 mg, 69%) ; NMR spectrum (DMSO-d6) 1.38-1. 55 (m, 1H), 1.69-1. 85 (m, 1H), 3.37-3. 50 (m, 2H), 3.61-3. 77 (m, 2H), 3.89-4. 00 (m, 1H), 4. 28-4. 45 (m, 3H), 5.29 (s, 2H), 5.51 (d, 1H), 7.13 (d, 1H), 7.22 (d, 1H), 7.28-7. 41 (m, 2H), 7.49-7. 62 (m, 2H), 7.71 (t, 1H), 8.01 (d, 1H), 8.14-8. 25 (m, 1H), 8.45 (s, 1H), 8. 59 (d, 1H), 9. 82 (s, 1H) ; Mass spectrum MU 523.9, 52079-23-9

52079-23-9 (S)-(-)-alpha-Hydroxy-gamma-butyrolactone 357853, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/51923; (2005); 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.204512-95-8,(S)-Tetrahydrofuran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.

To a solution of 2-fluoro-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-indazol-1-yl)-benzonitrile (491 mg, 1.65 mmol) in DMSO (0.7 mL), (S)-3-aminotetrahydrofuran hydrochloride (247 mg, 1.98 mmol) and DIEA (0.86 mL, 4.95 mmol) are added, and the reaction is stirred at 90 C. for 13 hours. The reaction mixture is then diluted with EtOAc (50 mL), washed with H2O (2¡Á50 mL) and brine (50 mL), and the organic layers are dried over Na2SO4 and concentrated. Purification of the residue using a Biotage column (elution with 0-100% EtOAc in hexanes) yields (S)-2-(tetrahydrofuran-3-ylamino)-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indazol-1-yl)benzonitrile (197 mg, 33% yield) as a light yellow solid. LCMS: m/z=365 [M+H]+., 204512-95-8

As the paragraph descriping shows that 204512-95-8 is playing an increasingly important role.

Reference£º
Patent; Huang, Kenneth He; Ommen, Andy J.; Barta, Thomas E.; Hughes, Philip F.; Veal, James; Ma, Wei; Smith, Emilie D.; Woodward, Angela R.; McCall, W. Stephen; US2008/269193; (2008); 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.204512-95-8,(S)-Tetrahydrofuran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.

Compound 101 (S)-tetrahydrofuran-3 -amine hydrochloride (5.17 g, 42 mmol) and NaOH (5 g, 126 mmol) were dissolved in THF (50 mL) and H20 (50 mL). 5-(chlorosulfonyl)-2- fluorobenzoic acid (10 g, 42 mmol) was added at 0C. The mixture was stirred at 20C for 4 hours. The mixture was washed with ethyl acetate (3 x 20 mL). The aqueous layer was separated and adjusted to pH=3 with IN HC1. The aqueous layer was extracted with ethyl acetate (3 x 50 mL). The combined organic layers were washed with brine and dried over Na2S04. The solvent was removed in vacuo resulting in (S)-2-fluoro-5- (N-(tetrahydrofuran-3-yl)sulfamoyl)benzoic acid (2.1 g) . (S)-2-fluoro-5-(N-(tetra- hydrofuran-3-yl)sulfamoyl)benzoic acid (1 g, 3.457 mmol), 3,4-difluoroaniline (0.53 g, 4.15 mmol) and triethylamine (0.7 g, 6.9 mmol) were dissolved in DMF (400 mL) and HATU (1.57 g , 4.15 mmol) was added at 0C. The mixture was next stirred at 20C for 6 hours. The solvent was removed in vacuo and the obtained residue was purified by silica gel chromatography (eluent: petroleum ether: ethyl acetate=5 : l) resulting in compound 101 (0.8 g). Method B; Rt: 4.15 min. m/z : 401.3 (M+H)+ Exact mass: 400.1

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; JANSSEN R&D IRELAND; LAST, Stefaan, Julien; RABOISSON, Pierre, Jean-Marie, Bernard; ROMBOUTS, Geert; VANDYCK, Koen; VERSCHUEREN, Wim, Gaston; WO2014/33176; (2014); 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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

5- (1,1-difluoro-1-phenylmethyl) isoxazole-3-carboxylic acid chloride ( Was added tetrahydrofuran-3-ylmethylamine hydrochloride (200 mg, 1.45 mmol) in toluene solution (10 mL) And 1 mol / L sodium hydroxide aqueous solution (10 mL) were simultaneously added under cooling with ice water. After vigorously stirring for 1 hour under cooling with ice water, The reaction mixture was extracted twice with ethyl acetate. The organic layer was washed with saturated brine, After drying with anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Represented by the following equation N- (tetrahydrofuran-3-ylmethyl) -5- (1,1-difluoro-1-phenylmethyl) isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (155)) 190 mg., 184950-35-4

The synthetic route of 184950-35-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); 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.17347-61-4,2,2-Dimethylsuccinicanhydride,as a common compound, the synthetic route is as follows.

Step F: Compound 19-1 To a solution of the intermediate 18-1 (70 mg, 0.13 mmol) in pyridine (3 mL) were added 3,3-dimethyldihydro-2, 5-furandione (159 mg, 1.302 mmol) and DMAP (334 mg, 2.6 mmol). After it was heated at 90 ¡ãC overnight, the reaction mixture was extracted with DCM. The organic phase was washed with HC1 (2 N, 25 mL), water (50 mL x 2), dried over sodium sulfate, and evaporated under reduced pressure to give a residue, which was purified by column chromatography on silica gel (PE:EtOAc = 3: 1 to 2: 1) to give the compound 19-1 (30 mg, 34.6 percent) as a white solid product. 1H NMR (400 MHz, CDC13) delta ppm 4.54-4.42 (2H, m), 4.28-4.35 (1H, m), 4.05-4.15 (2H, m), 3.17-3.25 (1H, m), 2.75- 2.62 (4H, m), 2.60-2.52 (2H, m), 2.35(1H, quint, J= 8.0 Hz), 2.17 (1H, d, J= 19.2 Hz), 2.10-2.00 (1H, m), 1.96-1.82 (1H, m), 1.78-0.78 (42H, m). LC/MS: m/z calculated 665.9, found 664.4 (M – 1)-., 17347-61-4

The synthetic route of 17347-61-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE LLC; GAO, Daxin; HAN, Nianhe; JIN, Zhimin; NING, Fangxian; TANG, Jun; WU, Yongyong; YANG, Heping; WO2011/100308; (2011); 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.

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

19311-37-6, 3-Bromotetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Cesium carbonate (0.9 g, 2.8 mmol) was added to a solution of N-(4-((7-hydroxy-6-methoxyquinazolin-4-yl)oxy)phenyl)-2-( 4-isopropyl-1H-1 ,2,3-triazol-1-yl)acetamide (0.4 g,0.9 mmol) and 3-bromotetrahydrofuran (0.7 g, 4.6 mmol) in DMF (3 mL) under nitrogen. The5 resulting mixture was stirred at 100C for 3 hours. The crude product was purified bypreparative HPLC. Fractions containing the desired product were combined and concentratedunder vacuum to afford racemic title compound as a white solid (180 mg, 39%). This waspurified by preparative SFC-HPLC. The first eluting fractions containing the desiredcompound were evaporated to dryness to afford one enantiomer of 2-(4-isopropyl-1H-1,2,3-10 triazol-1-yl)-N-( 4-( (6-methoxy-7 -((tetrahydrofuran-3-yl)oxy)quinazolin-4-yl)oxy)phenyl)acetamide as a white solid (69 mg, 38%, 100% e.e.). 1H NMR (400 MHz,DMSO-d6) 8 1.26 (6H, d), 2.06-2.08 (lH, m), 2.38-2.40 (lH, m), 3.01-3.03 (lH, m), 3.74-4.03 (7H, m), 5.31 (3H, d), 7.26-7.34 (2H, m), 7.37 (lH, s), 7.58 (lH, s), 7.64-7.76 (2H, m),7.90 (lH, d), 8.55 (lH, s), 10.60 (lH, s); m/z: ES+ [M+H]+ 505. This was followed by the15 other enantiomer of 2-( 4-isopropyl-1H-1 ,2,3-triazol-1-yl)-N-( 4-(( 6-methoxy-7-((tetrahydrofuran-3-yl)oxy)quinazolin-4-yl)oxy)phenyl)acetamide (67 mg, 37%, 100% e.e.) asa white solid. 1H NMR (400 MHz, DMSO-d6) 8 1.26 (6H, d), 2.06-2.08 (lH, m), 2.38-2.40(lH, m), 3.01-3.03 (lH, m), 3.74-4.03 (7H, m), 5.28- 5.36 (3H, m), 7.25-7.34 (2H, m), 7.37(lH, s), 7.57 (lH, s), 7.64 – 7.73 (2H, m), 7.90 (lH, d), 8.55 (lH, s), 10.57 – 10.63 (lH, m);20 m/z: ES+ [M+H]+ 505., 19311-37-6

The synthetic route of 19311-37-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; GRECU, Tudor; KETTLE, Jason, Grant; PACKER, Martin, John; PEARSON, Stuart, Eric; SMITH, James, Michael; (58 pag.)WO2018/197643; (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.111769-27-8,(R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

To a mixture of l-(5,6-dichloro-l-(8-chloroquinolin-2-yl)-lH-benzo[111769-27-8, As the paragraph descriping shows that 111769-27-8 is playing an increasingly important role.

Reference£º
Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; WO2012/117062; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem