Category: Tetrahydrofurans

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;,
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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;,
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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;,
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111769-27-8, (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

111769-27-8, To a mixture of l-(6-chloro-l-(6-fluoroquinolin-2-yl)-5-methyl-lH-benzo[Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; WO2012/117062; (2012); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112372-15-3,Furo[2,3-c]pyridine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

A solution of furo[2,3-c]pyridine-2-carboxylic acid (2 g, 12.26 mmol, 1.00 equiv), EDCI (2.8 g, 14.61 mmol, 1.20 equiv), HOBt (2 g, 14.80 mmol, 1.20 equiv) and DIPEA (4.7 g, 3.00 equiv) in MeOH (100 mL) was stirred for 20 h at rt. The resulting mixture was concentrated under vacuum. The residue was purified on a silica gel column eluted with ethyl acetate/petroleum ether (1 : 1 ) to give 1.3 g (60%) of methyl furo[2,3-c]pyndine-2-carboxylate as an off-white solid. TLC: ethyl acetate/petroleum ether = 1 /2, Rf= 0.4., 112372-15-3

112372-15-3 Furo[2,3-c]pyridine-2-carboxylic acid 13803072, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; GENENTECH,INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Kanl H.; DRAGOVICH, Peter; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; YUEN, Po-Wai; ZAK, Mark; ZHANG, Yamin; ZHENG, Xiaozhang; ZHAO, Guiling; WO2013/127268; (2013); A1;,
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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-(6-chloro-l-(6-chloroquinolin-2-yl)-5-methyl-lH-benzo[111769-27-8, The synthetic route of 111769-27-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; WO2012/117062; (2012); A1;,
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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-Benzyloxymethyl isoxazole-3-carboxylic acid (0.59 g, 2.5 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.39 g, 2.8 mmol), Triethylamine (0.28 g, 2.8 mmol) And 1-hydroxybenzotriazole (0.04 g, 0.28 mmol) Was added to chloroform (amylene added product) (15 mL). To the mixture, 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.54 g, 2.8 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, Extracted twice with ethyl acetate. The organic layer was washed with saturated brine, After drying over 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-benzyloxymethyl isoxazole-3-carboxamide (hereinafter referred to as present amide compound (13) It is written. ) 0.35 g.

184950-35-4, 184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
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149809-43-8, ((3R,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of intermediate (Vlllb) (100 g, 271 mmol) in DMF (500 ml_) under a nitrogen atmosphere was added sodium ethoxide (22.2 g, 325 mmol) resulting in a mild exotherm (from 20 to 22.0C). After stirring at 15-25C for 45 min the reaction mixture was treated with the tosylate (IX) (146.4 g, 325 mmol) and was then heated at 60-65C for 2 hr. Analysis of the resulting mixture by HPLC indicated that the reaction was essentially complete (4.4% phenol remaining, 14.6% tosylate, 77.6% product) and the mixture was cooled to 40-45C and I PA (800 ml_) was added. Water was then added drop-wise at 40-45C until a slight haze persisted (required 500 ml_) at which point a small sample of the product (100 mg, 0.15 mmol) was added as a seed and the mixture stirred for 10 min at 40-45C to ensure precipitation was initiated. Water (500 ml_) was added drop-wise at 40-45C and the suspension then cooled to 15-25C. The resulting solid was collected by filtration, washed with water (3 x 200 ml_) and then dried in vacuo at 50C give the crude product as an off-white solid (155.9 g, 89%, HPLC purity 94.8%). A portion of this material (85.0 g) was taken up in IPA (510 ml_) by heating at 65-75C until dissolution was complete. The solution was then cooled to 15-25C and stirred for 30 min. The resulting solid was collected by filtration, washed with IPA (2 x 85 ml_) and dried in vacuo at 50C to give the title compound, intermediate (IVc) as a white solid (83.4g, 87% overall yield, HPLC purity 98.2%); R< 15.74 min; m/z 646.6 (M+H)+ (ES+), 149809-43-8

149809-43-8 ((3R,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate 10895629, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; PULMOCIDE LIMITED; SUNOSE, Mihiro; COLLEY, Thomas Christopher; ITO, Kazuhiro; RAPEPORT, Garth; STRONG, Peter; (55 pag.)WO2016/87878; (2016); A1;,
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111769-27-8, (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of 2-(3-(4-( I H-indazol-5-ylamino)quinazolin-2- yl)phenoxy)acetic acid (70 my, 0.14 mmol), PyBOP* (40 mg, 0.077 mmol), DIEA (24 muL, 0.14 mmol) in dry CH2Cl2 : DMF (2 : 0.1 mL) was stirred at RT for 15 minutes. To this solution of activated acid was added (R)-tetrahydrofuran-3-aminium 4- methylbenzenesulfonate (24 mg, 0.091 mmol). After 30 minutes, 1.0 equivalent of DlEA and 0.55 equivalents of PyBOP* were added. After stirring the solution for 15 minutes, 0.65 equivalents of (R)-tetrahydrofuran-3-aminium 4-methylbenzenesulfonate were added and the mixture was stirred for an additional 30 minutes. The solvent was removed in vacuo and the crude product was purified using prep HPLC ( 15-40 90 mins) to afford 2- (3-(4-( l H-indazol-5-ylamino)quinazolin-2-yl)phenoxy)-N-((R)-tetrahydrofuran-3- yl)acetamide. (41 mg, 0.085 mmol, 61 %), 111769-27-8

111769-27-8 (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate 14243169, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; SURFACE LOGIX, INC.; SWEETNAM, Paul; BARTOLOZZI, Alessandra; CAMPBELL, Anthony; COLE, Bridget; FOUDOULAKIS, Hope; KIRK, Brian; SESHADRI, Hemalatha; RAM, Siya; WO2010/104851; (2010); A1;,
Tetrahydrofuran – Wikipedia
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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: To a solution of amine (1 mmol) in water (2 ml) was added tetrahydro-2,5-dimethoxyfuran (1.1 mmol) and gamma-Fe2O3(at)SiO2-Sb-IL (0.08 g). The reaction mixture was stirred at 100 C for a certain period of time as required to complete the reaction. During that time, the reaction was monitored constantly by TLC. After completion of the reaction, the catalyst was removed by using a magnet and washed with ethyl acetate. The aqueous solution was extracted by ethyl acetate (3 ¡Á 5 ml). The combined organic phase was dehydrated with anhydrous sodium sulfate. After the evaporation of the solvent, the residue was purified by silica gel flash chromatography using petroleum ether/ethyl acetate as the eluent to afford the pure product.

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

Reference£º
Article; Ma, Fei-Ping; Li, Pei-He; Li, Bao-Le; Mo, Li-Ping; Liu, Ning; Kang, Hui-Jun; Liu, Ya-Nan; Zhang, Zhan-Hui; Applied Catalysis A: General; vol. 457; (2013); p. 34 – 41;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem