Heterocyclic Building Blocks-Tetrahydrofuran

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.

Example 24 (S)-4-(4,4-Dimethyl-5-oxo-3-(6-((tetrahydrofuran-3-yl)oxy)pyridin-3-yl)-2-thioxoimida zolidin-1-yl)-2-(trifluoromethyl)benzonitrile 4-(3-(6-Hydroxypyridin-3-yl)-4,4-dimethyl-5-oxo-2-thioxoimidazolidin-1-yl)-2-(trifluoromethyl)benzonitrile 10c (100 mg, 0.24 mmol) was placed in a reaction flask, followed by addition of (R)-tetrahydrofuran-3-yl-4-methylbenzenesulfonate 2a (116 mg, 0.48 mmol), cesium carbonate (235 mg, 0.72 mmol) and 3 mL of N,N-dimethylacetamide successively. The reaction solution was warmed up to 60C and stirred for 2 hours. The reaction solution was cooled down to room temperature, mixed with 10 mL of saturated sodium chloride solution, and extracted with ethyl acetate (20 mL*3). The organic phases were combined, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under the reduced pressure and the residue was purified by thin layer chromatography with elution system A to obtain the title compound (S)-4-(4,4-dimethyl-5-oxo-3-(6-((tetrahydrofuran-3-yl)oxy) pyridin-3-yl)-2-thioxoimidazolidin-1-yl)-2-(trifluoromethyl)benzonitrile 24 (60 mg, yield 52.6%) as a white solid., 219823-47-9

As the paragraph descriping shows that 219823-47-9 is playing an increasingly important role.

Reference£º
Patent; Shanghai Hengrui Pharmaceutical Co. Ltd.; Jiangsu Hengrui Medicine Co. Ltd.; LU, Hejun; SUN, Piaoyang; FEI, Hongbo; JIANG, Hongjian; WANG, Haowei; DONG, Qing; EP2894151; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

89364-31-8, Tetrahydrofuran-3-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tetrahydro-3-furancarboxylic acid (20.00 g, 172 mmol) in MeOH (350 mL) was added sulfuric acid (27.54 mL, 517 mmol). The reaction was heated to reflux for 18 h. The reaction was then cooled to rt and concentrated. The residue was partitioned between water (500 mL) and DCM (200 mL). The phases were separated and the aqueous fraction was extracted with DCM (200 mL). The combined organic fractions were washed with saturated aqueous NaHCO3 (200 mL) and brine (200 mL), dried over Na2SO4, filtered, and concentrated to afford methyl tetrahydro-3-furancarboxylate (15.0 g, 67% yield) as a pale yellow oil. 1H NMR (400 MHz, DMSO-d) delta ppm 3.85 (t, J=8.4 Hz, 1H), 3.77-3.66 (m, 3H), 3.62 (s, 3H), 3.07-3.22 (m, 1H), 1.97-2.12 (m, 2H)., 89364-31-8

The synthetic route of 89364-31-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nantbio, Inc.; Tao, Chunlin; Nallan, Laxman; Ho, David G.; Wang, Qinwei; Weingarten, Paul; Juncker-Jensen, Anna B.; (121 pag.)US2018/201610; (2018); 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 233 (0553) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.16 g, 1.16 mmol) and triethylamine (0.12 g, 1.16 mmol) were added to chloroform (amylene addition product) (5 mL). 5-(3-Phenyl-(E)-2-propenyloxymethyl)isoxazole-3-carboxylic acid (0.25 g, 0.96 mmol), 1-hydroxybenzotriazole (0.01 g, 0.10 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.22 g, 1.16 mmol) were added to the mixture at room temperature, and the mixture was stirred at room temperature overnight. Then, dilute hydrochloric acid was added thereto, and the mixture was extracted twice with chloroform. The organic layer was washed with a saturated aqueous sodium bicarbonate solution, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.25 g of N-(tetrahydrofuran-3-ylmethyl)-5-(3-phenyl-(E)-2-propenylox ymethyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (242)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.64-1.72(1H, m), 2.05-2.13(1H, m), 2.53-2.63(1H, m), 3.45-3.48(2H, m), 3.57-3.61(1H, m), 3.74-3.80(1H, m), 3.84-3.95(2H, m), 4.25(2H, d), 4.68(2H, s), 6.24-6.31(1H, m), 6.65(1H, d), 6.74(1H, s), 6.95(1H, br s), 7.25-7.28(1H, m), 7.32-7.35(2H, m), 7.39-7.41(2H, 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5061-21-2,2-Bromo-4-butanolide,as a common compound, the synthetic route is as follows.

General procedure: A mixture of the appropriate amine (1 equiv) or its hydrochloride salt and anhydrous K2CO3 (1-1.2 equiv) in dry solvent (MeCN, DCM or toluene) was stirred at room temperature for 30 min. A solution of 3-bromo-dihydrofuran-2(3H)-one (1 equiv) in dry solvent (MeCN, DCM) was then added dropwise over 15 min and stirring continued for 5-48 h at ambient temperature. The mixture was then filtered and the filtrate was evaporated to obtain a crude oily residue which was purified by recrystallization from 2-propanol (i-PrOH) or EtOAc., 5061-21-2

5061-21-2 2-Bromo-4-butanolide 95463, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Article; Wieckowski, Krzysztof; Bytnar, Justyna; Bajda, Marek; Malawska, Barbara; Salat, Kinga; Filipek, Barbara; Stables, James P.; Bioorganic and medicinal chemistry; vol. 20; 21; (2012); p. 6533 – 6544,12;; ; Article; Wi?ckowski, Krzysztof; Sa?at, Kinga; Bytnar, Justyna; Bajda, Marek; Filipek, Barbara; Stables, James P.; Malawska, Barbara; Bioorganic and Medicinal Chemistry; vol. 20; 21; (2012); p. 6533 – 6544;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

118399-28-3, (R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

solution of compound e (30 g, 127 mmol) and Me2NH (excess) in 200 ml of dioxane was stirred at 0 0C for 24 hours and concentrated, EtOAc (500 ml) was added and washed with brine, dried over Na2SO4 and concentrared. The resulting oil of e was prepared for the next step without further purification (32 g, 90%). MS (ESI) m/e (M+H+): 281; 1H-NMR (CDCl3, 400 MHz): delta 135-121 (m, 5H), 5.89 (m, IH), 5.09 (s, 2H), 3.97 (m, IH), 3.78-3.67 (m, 2H), 2.77-2.62 (m, 2H).

118399-28-3, As the paragraph descriping shows that 118399-28-3 is playing an increasingly important role.

Reference£º
Patent; GENENTECH, INC.; WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; WO2008/61208; (2008); A2;,
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.

To a solution of (E)-1-((E)-4-((E)-5-carbamoyl-2-((1-ethyl-3-methyl-1H-pyrazole-5- carbonyl)imino)-3-methyl-2,3-dihydro-1H-benzo[d]imidazol-1-yl)-2,3-dimethylbut-2-en-1- yl)-2-((1-ethyl-3-methyl-1H-pyrazole-5-carbonyl)imino)-7-hydroxy-3-methyl-2,3-dihydro-1H- benzo[d]imidazole-5-carboxamide (49 mg, 0.063 mmol) in DMF (1 mL) was added 3- (bromomethyl)tetrahydrofuran (20.95 mg, 0.127 mmol) followed by potassium carbonate (11.40 mg, 0.083 mmol). The reaction mixture was stirred at 90 ¡ãC for 24 h. The mixture was directly purified by preparative HPLC (Phenomenex Eclipse, 5 um packing, 50×30 mm column, 25-55percent gradient of MeCN/water with 0.1percent TFA modifier). The corresponding fractions were pooled and concentrated in vacuo. The residue was partitioned between EtOAc and an aqueous solution of sodium bicarbonate. The organic layer was separated, dried over sodium sulfate and evaporated in vacuo to provide (E)-1-((E)-4-((E)-5- carbamoyl-2-((1-ethyl-3-methyl-1H-pyrazole-5-carbonyl)imino)-3-methyl-2,3-dihydro-1H- benzo[d]imidazol-1-yl)-2,3-dimethylbut-2-en-1-yl)-2-((1-ethyl-3-methyl-1H-pyrazole-5- carbonyl)imino)-3-methyl-7-((tetrahydrofuran-3-yl)methoxy)-2,3-dihydro-1H- benzo[d]imidazole-5-carboxamide (22.5 mg, 0.027 mmol, 42.6percent yield) as a white solid.1H NMR (400 MHz, DMSO-d6) delta ppm 8.11 – 8.15 (m, 1 H), 8.05 – 8.11 (m, 1 H), 7.99 – 8.05 (m, 1 H), 7.79 (s, 2 H), 7.50 (br. s., 3 H), 7.18 – 7.28 (m, 1 H), 6.46 (s, 1 H), 6.37 (s, 1 H), 5.06 (br. s., 2 H), 4.86 (br. s., 2 H), 4.42 – 4.56 (m, 4 H), 3.97 – 4.12 (m, 2 H), 3.65 – 3.73 (m, 1 H), 3.59 (s, 3 H), 3.57 (s, 3 H), 3.45 – 3.53 (m, 2 H), 2.11 (s, 3 H), 2.08 (s, 3 H), 1.62 (br. s., 4 H), 1.48 (br. S., 4 H), 1.15? 1.36 (m, 8 H). LCMS (m/z): 833.5 [M + H]+.

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; FOSBENNER, David T.; GRAYBILL, Todd L.; KANG, Jianxing; KING, Bryan W.; LAN, Yunfeng; LEISTER, Lara Kathryn; MAHAJAN, Mukesh K.; MEHLMANN, John F.; MORALES-RAMOS, Angel I.; PESIRIDIS, George Scott; RAMANJULU, Joshi M.; ROMANO, Joseph J.; ROMERIL, Stuart Paul; SCHULZ, Mark J.; ZHOU, Huiqiang; (372 pag.)WO2019/69270; (2019); A1;,
Tetrahydrofuran – Wikipedia
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

Example 163 (2S,5R)-5-ethynyl-1-((3R)-N-tetrahydrofuran-3-ylglycyl)pyrrolidine-2-carbonitrile To a stirred solution of Example 8D (0.03 g, 0.153 mmol) and potassium carbonate (0.2 g, 1.53 mmol) in acetonitrile (2 mL), at room temperature under nitrogen was added R(+)-3-aminotetrahydrofuran toluene-4-sulfonate (0.08 g, 0.32 mmol). The reaction mixture was stirred overnight and then concentrated under reduced pressure. The residue was flash chromatographed with 2% MeOH/CH2Cl2 to provide the desired compound as a pale yellow oil. MS (DCI) m/z 248 (M+H)+; 1H NMR (300 MHz, DMSO-d6) delta 1.5-2 (2H, m), 2.11-2.21 (2H, m), 2.45-2.48 (2H, m), 3.78 (1H, d), 3.8-4.5 (2H, m), 4.53-4.55 (1H, t), 5.01 (1H, m), 5.05 (1H, m), 5.43-5.9 (4H, m).

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

Reference£º
Patent; Madar, David J.; Djuric, Stevan W.; Michmerhuizen, Melissa J.; Kopecka, Hana A.; Li, Xiaofeng; Longenecker, Kenton L.; Pei, Zhonghua; Pireh, Daisy; Sham, Hing L.; Stewart, Kent D.; Szczepankiewicz, Bruce G.; Wiedeman, Paul E.; Yong, Hong; US2005/215784; (2005); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem