Category: Tetrahydrofurans

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

Tetrahydrofuran-2-carboxylic acid 5.00g (43.1 mmol) wasdissolved in tetrahydrofuran 50 mL, then 1,1′-carbonyl diimidazole 8.38g (51.7mmol) was slowly added at room temperature, and stirred for 1.5 h at the sametemperature. To the reaction solution, magnesium chloride 3.98g (41.8mmol) and MonoethylMalonate Potassium 11.0g (64.6mmol) were slowly added, and the mixture wasstirred at room temperature for 3 hours. After concentration of the solvent underreduced pressure to about 1/3 volume, it was diluted with water and ethylacetate, and the pH was made to pH = 5 by addition of 1N hydrochloric acid, andextracted with ethyl acetate. The organic layer was washed with saturatedbrine, and dried with anhydrous sodium sulfate. After filtration, the filtratewas evaporated under reduced pressure. The obtained residue was purified bysilica gel column chromatography (Biotage, eluent; hexane / ethyl acetate = 100/ 0~80 / 20) to give the title compound 8.24g quantitatively as an oil.

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; DAIICHI SANKYO COMPANY LIMITED; EBISAWA, MASAYUKI; HAGINOYA, NORIYASU; SUZUKI, TAKASHI; TSUKADA, TOMOHARU; MURAKAMI, RYO; TAKATA, TAKEHIKO; (133 pag.)JP2016/56133; (2016); 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.204512-95-8,(S)-Tetrahydrofuran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.

Example 241: (S)-l-(5-chloro-6-methyl-l-p-tolyl-lH-benzo[d]imidazol-2-yl)-7V- (tetrahydrofuran-3-yl)piperidine-4-carboxamideA tautomeric mixture of ethyl l-(6-chloro-5-methyl-lH-benzo[d]imidazol-2-yl)piperidine-4- carboxylate and ethyl l-(5-chloro-6-methyl-lH-benzo[d]imidazol-2-yl)piperidine-4-carboxylate (80.5 mg, 0.25 mmol) dimethylsulfoxide (0.5 mL), caesium carbonate (114 mg, 0.35 mmol), 1- iodo-4-methylbenzene (109 mg, 0.50 mmol), 8-hydroxyquinoline (7.3 mg, 0.05 mmol), polyethylene glycol 400 (60.4 mg, 0.515 mmol) and copper(I) oxide (3.6 mg, 0.025 mmol) was heated at 15O0C for 4 hours. The temperature was lowered to 9O0C and water (0.004 mL) was added to the reaction mixture, which was stirred for one hour. Aqueous sodium hydroxide (0.5 mL, 1 N) and ethanol (1 mL) was added and the reaction mixture stirred over night. Aqueous hydrochloric acid (0.25 mL, 2 N) was added and the reaction mixture concentrated in vacuo. The residue was mixed with N,N-dimethylformamide (5 mL), JV,jV-diisopropylethylamine (Hunig’s base, DIEA, 97 mg, 0.75 mmol), 2-(7-aza-lH-benzotriazole-l-yl)-l,l,3,3-tetramethyluronium hexafluoro-phosphate (EtaATU, 114 mg, 0.3 mmol) and (S)-tetrahydrofuran-3 -aminehydrochloride (31 mg, 0.25 mmol). The reaction mixture was stirred at room temperature for 90 minutes, concentrated in vacuo and purified on column (silica gel, dichloromethane/methanol 96:4) to give 4.6 mg (4 % yield) of (S)-l-(5-chloro-6-methyl-l-p-tolyl-lH-benzo[d]imidazol-2- yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide. LC-MS (m/z) 452.9 (M+l). Also eluting from the column was the other regioisomer (S)-l-(6-chloro-5-methyl-l-p-tolyl-lH- benzo[d]imidazol-2-yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide.

204512-95-8, 204512-95-8 (S)-Tetrahydrofuran-3-amine hydrochloride 18664284, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; STENBERG, Patric; WESTMAN, Jacob; WALLBERG, Hans; WO2011/23812; (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.453-20-3,3-Hydroxytetrahydrofuran,as a common compound, the synthetic route is as follows.,453-20-3

To a solution of (S)-4-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)-6-chloro-3- methyl-1H-pyrazolo[3,4-d]pyrimidine (435b) (150 mg, 0.39 mmol), triphenylphosphine (206 mg, 0.79 mmol), tert-butyl cis-4-hydroxycyclohexylcarbamate (127 mg, 0.59 mmol) in THF (3 mL) at 0 C was added dropwise DIAD (0.12 mL, 0.59 mmol). The reaction mixture was stirred at RT overnight, concentrated in vacuum and the residue obtained was purified by flash column chromatography [silica (12 g), eluting with EtOAc in hexane from 0-60%] to furnish tert-butyl ((tra5)-4-(4-((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-l-yl)- 6-chloro-3-methyl-lH-pyrazolo[3,4-d]pyrimidin-l-yl)cyclohexyl)carbamate (435c) (150 mg, 66 % yield) as a white solid;1H MR (300 MHz, DMSO-d) delta 6.83 (d, J = 7.9 Hz, 1H), 4.54 – 4.38 (m, 2H), 3.90 – 3.63 (m, 4H), 3.32 – 3.22 (m, 1H), 2.55 (s, 3H), 2.13 – 1.75 (m, 10H), 1.39 (s, 1 1H), 0.82 (s, 9H), -0.05 (s, 6H); MS (ES+): 579.3 (M+l).

As the paragraph descriping shows that 453-20-3 is playing an increasingly important role.

Reference£º
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (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.89364-31-8,Tetrahydrofuran-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Step 1 : To a solution of tetrahydrofuran-3-carboxylic acid (600 mg, 5.17 mmol) in THF (15 mL) was added a solution of 1 M BH3 THF in THF (10.3 mL, 10.3 mmol) at 0 C. The reaction was heated to 65 C and stirred for 12 hours. The solution was then cooled to 20 C and MeOH (4 mL) was added. The reaction was then stirred at 65 C for 2 hours before cooling to RT and concentrated in vacuo. The residue was purified by flash chromatography on silica gel using a gradient of ethyl acetate and petroleum ether to give (tetrahydrofuran-3-yl)methanol 200 mg (38%), 89364-31-8

As the paragraph descriping shows that 89364-31-8 is playing an increasingly important role.

Reference£º
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; JESSING, Mikkel; (126 pag.)WO2016/55618; (2016); 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 121 (0437) 5-Diphenylmethoxymethylisoxazole-3-carboxylic acid (0.62 g, 2.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.33 g, 2.4 mmol), triethylamine (0.25 g, 2.4 mmol) and 1-hydroxybenzotriazole (0.03 g, 0.24 mmol) were added to chloroform (amylene addition product) (5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.46 g, 2.4 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 0.37 g of N-(tetrahydrofuran-3-ylmethyl)-5-diphenylmethoxymethylisoxa zole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (126)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.63-1.72(1H, m), 2.06-2.13(1H, m), 2.56-2.59(1H, m), 3.45-3.48(2H, m), 3.59(1H, dd), 3.76-3.78(1H, m), 3.84-3.94(2H, m), 4.64(2H, s), 5.49(1H, s), 6.73(1H, s), 6.94(1H, s), 7.27-7.37(10H, m)

184950-35-4, As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

63095-51-2,63095-51-2, (R)-4-Propyldihydrofuran-2(3H)-one is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1) Compound 4 (10 g, 78.13 mmol) was dissolved in toluene.A mixed solution of thionyl chloride (11.9 g, 100 mmol) and hydrobromic acid (8.1 g, 100 mmol) was added.Stir at room temperature for 8 h, EtOAc evaporatedThat is, compound 5.

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

Reference£º
Patent; Lizhu Group Xin Beijiang River Pharmaceutical Co., Ltd.; Wang Longshu; Lu Zengjie; Jiang Qiao; Chen Guo; Li Chengbo; Chen Yuechang; (14 pag.)CN109134406; (2019); A;,
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

5- (3,5-dibromobenzyloxymethyl) isoxazole-3-carboxylic acid (3 .25 g, 8.3 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (1.37 g, 10.0 mmol), Triethylamine (1.74 mL, 12.5 mmol) And 1-hydroxybenzotriazole (0.11 g, 0.8 mmol) Was added to chloroform (amylene added product) (20 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (1.91 g, 10.0 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the residue, And extracted three times with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution, Washed with saturated brine, After drying with anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, The following equation Indicated by N- (tetrahydrofuran-3-ylmethyl) -5- (3,5-dibromobenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as the amide compound (2 62)) 0.46 g was obtained., 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

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.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-fluoroquinolin-2-yl)-lH-benzo[d]imidazol-2-yl)- piperidine-4-carboxylic acid (0.012 mmol), (R)-(+)-tetrahydro-3-furylamine p-toluenesulfonate (3.2 mg, 0.012 mmol) and N,N-diisopropylethylamine (6 muL, 0.037 mmol) in N,N-dimethyl- formamide (1.0 mL) was added 2-(7-aza-lH-benzotriazole-l-yl)-l, l,3,3-tetramethyluronium hexafluorophosphate (HATU, 5.1 mg, 0.014 mmol) and the reaction was stirred at room temperature for one hour. The reaction mixture was concentrated in vacuo and the residue purified by silica chromatography (0-10 % methanol in ethyl acetate) to give 2.8 mg (43% yield) of (R)- 1 -(5,6-dichloro- 1 -(8-fluoroquinolin-2-yl)- lH-benzo[ii]imidazol-2-yl)-N-(tetrahydrofuran- 3-yl)piperidine-4-carboxamide as a light yellow solid. LC-MS (m/z) 528.1 (M+l)., 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; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; WO2012/117062; (2012); 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.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

Potassium carbonate (67 mg, 0.486 mmol) is added to a solution of 4-(2,5-dioxo-l-(3-(tri- fluoromethyl)phenyl)-l,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)-benzonitrile (example 1, 100 mg, 0.243 mmol) in N,N-dimethylformamide (3 mL). 3-(Bromomethyl)tetrahydrofuran (60 mg, 0.365 mmol) is added, and the mixture is stirred at room temperature for 1 h and purified by reversed phase HPLC (Waters Xbridge?-Cis, gradient of acetonitrile in water, 0.1percent NH3). Yield: 12 mg; ESI mass spectrum [M+H]+ = 496; Retention time HPLC: 0.91 min (Z011_S03)., 165253-29-2

The synthetic route of 165253-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GNAMM, Christian; OOST, Thorsten; PETERS, Stefan; RUDOLF, Klaus; HOESCH, Holger; RIES, Uwe Joerg; WO2014/135414; (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.57595-23-0,Methyl 4-oxotetrahydrofuran-3-carboxylate,as a common compound, the synthetic route is as follows.

57595-23-0, To a stirred solution of 3.9 g (60 mmol) KCN in 5.5 ml of water at 4 C., a solution of 2.9 g (20 mmol) of 4-oxo-tetrahydro furane 3-carboxylic acid methyl ester in ether (26 ml) was added. To the precipitate of salts, 3.5 ml H2SO4 (18 N) was added and stirred for 16 hours. Then the organic solution was separated, the salts were washed twice with benzene, dried over sodium sulfate and concentrated in vacuo to give 4-cyano-tetrahydro furane 3-carboxylic acid methyl ester.

The synthetic route of 57595-23-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; 4SC AG; US2003/203951; (2003); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem