Heterocyclic Building Blocks-Tetrahydrofuran

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;,
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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;,
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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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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;,
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-(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;,
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.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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Tetrahydrofuran | (CH2)3CH2O – PubChem

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;,
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.4100-80-5,3-Methyldihydrofuran-2,5-dione,as a common compound, the synthetic route is as follows.,4100-80-5

(Step 2) To a solution of the compound obtained in Step 1 (8 g, 22.22 mmol) in dichloromethane (100 mL) was added 3-methyldihydrofuran-2,5-dione (2.78 g, 24.44 mmol) at 0¡ãC, and the mixture was stirred at room temperature for 4 hr. The reaction solution was concentrated under reduced pressure, and the precipitate was triturated with 20percent ethyl acetate/hexane to give a mixture (10.4 g, 98.6percent) of N-(2,4-dimethoxybenzyl)-N-(9-ethyl-9H-carbazol-3-yl)-2-methylsuccinamidic acid and a regioisomer thereof, as a white powder. The regioisomeric mixture was used for the next step without purification._(Step 3) [0537] To a solution of the regioisomeric mixture (10.4 g, 21.94 mmol) obtained in Step 2 in THF (300 mL) was added 2M borane-dimethyl sulfide THF solution (10.75 mL, 21.5 mol) at 0¡ãC, and the mixture was stirred at room temperature for 4 hr. The reaction solution was concentrated under reduced pressure, and the residue was dissolved in ethyl acetate (200 mL). The solution was washed with water (100 mL) and saturated brine (100 mL), and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent; 4percent methanol/dichloromethane) to give a mixture (6 g, 59.4percent) of N-(2,4-dimethoxybenzyl)-N-(9-ethyl-9H-carbazol-3-yl)-4-hydroxy-3-methylbutylamide and a regioisomer thereof, as a white powder. The regioisomeric mixture was used for the next step without further purification.

4100-80-5 3-Methyldihydrofuran-2,5-dione 20051, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; FUKASE, Yoshiyuki; TOMATA, Yoshihide; SATO, Ayumu; OCHIDA, Atsuko; YONEMORI, Kazuko; NAKAGAWA, Hideyuki; EP2759533; (2014); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10374-51-3,5-(Hydroxymethyl)dihydrofuran-2(3H)-one,as a common compound, the synthetic route is as follows.

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

As the paragraph descriping shows that 10374-51-3 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; EP502447; (1992); 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.1679-47-6,3-Methyldihydrofuran-2(3H)-one,as a common compound, the synthetic route is as follows.

Typical Procedure: Palladium acetate (45 mg, 0.2 mmol, 0.1 eq.) and R-(+)-BINAP (156 mg, 0.25 mmol, 0.125 eq.) in dry toluene (30 mL, degased with dry nitrogen) were stirred at room temperature under nitrogen for 60 minutes. Aryl bromide (4 mmol, 2.0 eq.) and alpha-methyl-gamma-butyrolactone (2 mmol) were added via syringe. KN(TMS)2 in toluene (0.5 M, 7 mL, 3.5 mmol, 1.75 eq.) was added dropwise and the resultant dark red solution was then stirred at 100-105 C. for 24 hours. The reaction mixture was cooled to room temperature before treating with 1N HCl (15 mL) and water (50 mL). The mixture was extracted with ethyl acetate (3¡Á50 mL) and the combined organic phase was washed with water (25 mL) and brine (40 mL) and dried over MgSO4. After removal of the solvent, the residue was chromatographed on silica gel (heptane: ethyl acetate=8:1?2:1) to afford the product., 1679-47-6

The synthetic route of 1679-47-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Zhang, Tony Yantao; Zhang, Hongbin; Proctor, Christophor Scott; US2003/225282; (2003); A1;,
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