Category: Tetrahydrofurans

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.

4 Under dry conditions, 66.6 g (0.616 mol) of thionyl chloride was added dropwise to tetrahydrofurancarboxylic acid, and the temperature was controlled at 35 C for 3 hours to obtain tetrahydrofuroyl chloride, and then the temperature was controlled at 5 to 15 C, tetrahydrofuroyl chloride was added dropwise to 56.7 g (0.56 mol) of the acid-binding agent triethylamine, the organic solvent dichloroethane and N-methyl-N-benzyl-3-aminopropyldiamine 99 g ( 0.56mol) of the mixed solution, dripping, temperature control 35 C, reaction for 3 hours, adjusted to pH 8 with sodium bicarbonate solution, extracted with organic solvent, spin dry to obtain N-methyl-N-benzyl-3-acryl-tetrahydrofurancarboxamide crude product 128g, after purification to obtain refined product 101g, the yield is 65.8%, 16874-33-2

The synthetic route of 16874-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Liaoning Ke Ji Pharmaceutical Co., Ltd.; Wang Haiyan; Luo Wengong; Zhang Lulu; (9 pag.)CN108003141; (2018); 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.111769-27-8,(R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

Example 294-((R)-2-{[6-phenyl-(R)-4-(tetrahydro-furan-3-ylamino)-pyridine-2-carbonyl]-amino}-3-phosphono-propionyl)-piperazine-1-carboxylic acid butyl ester29.1. 4-{3-(ethoxy-hydroxy-phosphoryl)-2-[(6-phenyl-4-pyrrolidin-1-yl-pyridine-2-carbonyl)-amino]-propionyl}-piperazine-1-carboxylic acid butyl esterA reaction mixture containing intermediate 25.1 (100 mg), (R)-(+)-3-aminotetrahydrofurane to luene-4-sulfonate (43 mg), acetato (2′-di-tert-butylphosphino-1,1′-biphenyl-2-yl)palladium (9.7 mg) and NaOtBu (46 mg) in toluene (1 mL) at 90 C. under argon until reaction completion. The solvent was evaporated in vacuo and the crude product (119 mg) used without further purification.LC-MS: tR=0.78 min; [M+H]+: 632.16., 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; Caroff, Eva; Hilpert, Kurt; Hubler, Francis; Meyer, Emmanuel; Renneberg, Dorte; US2011/46089; (2011); 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 22CN-[(2Z)-5-tert-butyl-3-[2R)-tetrahydrofuran-2-ylmethyl]-1,3-thiazol-2(3H)-ylidene]-2-[(2R)-tetrahydrofuran-2-ylmethoxy]-5-(trifluoromethyl)benzamideIn a 50 mL round-bottomed flask, (R)-(tetrahydrofuran-2-yl)methanol (176 mg, 1.74 mmol) was dissolved in tetrahydrofuran (8 ml). Sodium t-butoxide (176 mg, 1.83 mmol) was added and stirred at room temperature for 20 min before Example 22B (375 mg, 0.87 mmol) in tetrahydrofuran (5 mL) was added and stirred for 2 hours. The reaction was quenched with saturated ammonium chloride solution and extracted with ethyl acetate (3¡Á20 ml). The organics were combined, washed with brine, dried with sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by Analogix Intelliflash280 (SiO2, 0-30% hexanes in ethyl acetate) to afford the title compound (210 mg, 47% yield). 1H NMR (300 MHz, DMSO-d6) delta ppm 1.32 (s, 9H) 1.59-1.68 (m, 1H) 1.75-2.00 (m, 7H) 3.60-3.69 (m, 2H) 3.70-3.82 (m, 2H) 4.04-4.10 (m, 2H) 4.11-4.24 (m, 3H) 4.25-4.32 (m, 1H) 7.25 (s, 1H) 7.28 (d, J=8.82 Hz, 1H) 7.73 (dd, J=8.65, 1.87 Hz, 1H) 7.94 (d, J=2.37 Hz, 1H); MS (DCI/NH3) m/z 513 (M+H)+. Anal. calcd C25H31F3N2O4S: C, 58.58; H, 6.1; N, 5.47. Found: C, 58.34; H, 6.22; N, 5.28.

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

Reference£º
Patent; ABBOTT LABORATORIES; US2010/63022; (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.219823-47-9,(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

At room temperature, 3-methoxy-4-bromophenol (0.4 g, 1.97 mmol) and cesium carbonate (0.96 g, 2.96 mmol) were added to a solution of compound 15-c (0.43 g, 1.78 mmol) in N,N-dimethylformamide (4 mL) respectively. After the addition, the reaction solution was stirred at 80 C. for 16 hours. The reaction solution was diluted with ethyl acetate (10 mL), washed sequentially with water (10 mL¡Á3) and brine (10 mL¡Á3). The organic phase was dried over anhydrous sodium sulfate and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate=10:1) to give compound 15-b (0.31 mg, yield 64%). (0265) 1H-NMR (400 MHz, CDCl3) delta: 7.40 (d, J=8.4 Hz, 1H), 6.48 (d, J=2.8 Hz, 1H), 6.33 (dd, J=2.8, 8.8 Hz, 1H), 4.85-4.94 (m, 1H), 3.94-4.05 (m, 3H), 3.87-3.94 (m, 1H), 3.86 (s, 3H), 2.07-2.29 (m, 2H) ppm

219823-47-9, The synthetic route of 219823-47-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GUANGZHOU MAXINOVEL PHARMACEUTICALS CO., LTD.; XU, Zusheng; ZHANG, Nong; WANG, Tinghan; SUN, Qingrui; WANG, Yuguang; (90 pag.)US2018/208604; (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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

Tetrahydrofuran-3-ylmethylamine hydrochloride (0.55 g, 3.97 mmol) And triethylamine (0.40 g, 3.97 mmol) Was added to chloroform (amylene added product) (15 mL). To the mixture, At room temperature 5- (5,6,7,8-tetrahydronaphthalen-2-ylmethyl) oxymethyl isoxazole-3-carboxylic acid (0.76 g, 2.65 mmol) 1-Hydroxybenzotriazole (0.04 g, 0.26 mmol) And 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0. 76 g, 3.97 mmol) After stirring at room temperature for 5 hours, Dilute hydrochloric acid was added, It was extracted twice with chloroform. The organic layer was washed with saturated sodium bicarbonate water, After drying with anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, The following equationIndicated by N- (tetrahydrofuran-3-ylmethyl) -5- (5,6,7,8-tetrahydronaphthalen-2-ylmethyl) oxymethyl isoxazole-3-carboxyamide (Hereinafter referred to as present amide compound (119)) 0.80 g was obtained., 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;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

16874-33-2, Tetrahydrofuran-2-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Stage II: Preparation of N-[3-[(4-amino-6,7-dimethoxy-2-quinazolinyl) methylamino]propyl]tetrahydrofuran-2-carboxamide (Alfuzosin); Ethyl chloroformate (22.35 g, 0.206 mol) was added to a mixture of tetrahydrofuran-2- carboxylic acid (23.90 g, 0.206 mol), and triethylamine (20.80 g, 0.206 mol) in methylene dichloride (300 ml) at 0-50C. The stirring was continued for 30 min at 0-50C to complete the formation of mixed anhydride. To this, mixture of N]-(4-amino-6,7- dimethoxyquinazolin-2-yl)-Ni-methylpropane-l,3-diamine (50 g, 0.172 mol) in methylene dichloride (200 ml) was added at 0-50C and stirring was continued for additional 1 hr at 0-50C to complete the reaction. Thereafter, water was added to the reaction mass and pH was adjusted to 4.0-4.5. The organic layer was discarded and the pH of the aqueous layer was raised to 10-10.5 with aqueous sodium hydroxide. The aqueous layer was extracted with methylene dichloride and the organic extract was concentrated to remove methylene dichloride. The concentrated mass was stirred with acetone to afford Alfuzosin. The product was filtered and dried under vacuum. Yield: 50 g (75percent of theory). HPLC purity: 99.97percent.

16874-33-2, As the paragraph descriping shows that 16874-33-2 is playing an increasingly important role.

Reference£º
Patent; AUROBINDO PHARMA LIMITED; WO2007/74364; (2007); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 142 (0462) 5-(2-Phenoxyethoxymethyl)isoxazole-3-carboxylic acid (1.40 g, 5.3 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.88 g, 6.4 mmol), triethylamine (0.65 g, 6.4 mmol) and 1-hydroxybenzotriazole (0.08 g, 0.64 mmol) were added to chloroform (amylene addition product) (20 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (1.23 g, 6.4 mmol) was added to the mixture at room temperature, and the mixture was stirred overnight and then concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 1.60 g of N-(tetrahydrofuran-3-ylmethyl)-5-(2-phenoxyethoxymethyl)iso xazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (149)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.66-1.69(1H, m), 2.05-2.13(1H, m), 2.56-2.60(1H, m), 3.47(2H, t), 3.56-3.61(1H, m), 3.74-3.80(1H, m), 3.84-3.88(1H, m), 3.91-3.93(3H, m), 4.15-4.17(2H, m), 4.77(2H, s), 6.76(1H, s), 6.90-7.00(4H, m), 7.27-7.32(2H, m), 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; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

5-Butyl-1,2,4-oxadiazole-3-carboxylic acid (1.36 g, 8 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (1.65 g, 12 mmol), Triethylamine (1.21 g, 12 mmol) And 1-hydroxybenzotriazole (0.11 g, 0.8 mmol) Was added to chloroform (amylene added product) (16 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (1.83 g, 12 mmol) was added at room temperature, After stirring overnight, Add water, It was extracted three times with chloroform. 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-butyl-1,2,4-oxadiazole-3-carboxamide (Hereinafter referred to as the amide compound (57)) 0.76 g was obtained.

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;,
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.63095-51-2,(R)-4-Propyldihydrofuran-2(3H)-one,as a common compound, the synthetic route is as follows.

63095-51-2, To a 250 ml three-necked flask with mechanical stirring function was added compound I (12.8 g, 99.9 mmol), L-2-aminobutyramide (20.4 g, 20.0 mmol), and ethanol (50 ml). Stir at reflux for 24h. The reaction solution was concentrated, purification by column chromatography gave the compound.

As the paragraph descriping shows that 63095-51-2 is playing an increasingly important role.

Reference£º
Patent; Fujian Haixi New Drug Initiative Co., Ltd.; Kang Xinshan; Wang Ruyong; Ye Yizhang; Gong Xuan; Zhang Fengsen; Wang Zhonghong; Li Dandan; Fu Yueli; Feng Yan; (35 pag.)CN110357790; (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.17347-61-4,2,2-Dimethylsuccinicanhydride,as a common compound, the synthetic route is as follows.

General procedure: 3-aminobenzamide (50 mg, 0.37 mmol) and maleic anhydride (43.2 mg, 0.44 mmol) were dissolved in dry THF (1 ml) and stirred at room temperature for 18 hours. The precipitate was filtered off and dried in vacuo to give 2 (71 mg, 83%).

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

Reference£º
Article; Ekblad, Torun; Lindgren, Anders E.G.; Andersson, C. David; Caraballo, Remi; Thorsell, Ann-Gerd; Karlberg, Tobias; Spjut, Sara; Linusson, Anna; Schueler, Herwig; Elofsson, Mikael; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 546 – 551;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem