Category: Tetrahydrofurans

97-99-4, (Tetrahydrofuran-2-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The mixture of triethylamine (6.4 mL, 45.53 mmol), TsCI (6.4 g, 33.39 mmol) and 1 85 mg of DMAP were combined in CH2CI2 (70 mL). this solution was cooled in an ice bath and to it was added a solution of tetrahydrofurfuryl alcohol 164a (3.1 g, 30.35 mmol) in 30 mL of CH2CI2 over 20 min. the reaction stirred overnight and was then concentrated in vacuum, the residue was taken up in ethyl acetate and then washed 2 times with a saturated solution of NaHC03 and once with a brine. The organic layers were dried over MgS04, filtered and concentrated in vacu u m . The cru de prod u ct was pu rified by Col u m n ch romatography on si l ica gel (CH2CI2/CyHex: 50/50) to give the expected product as oil (m = 5.6 g, 72 %). 1H NMR (300 MHz, CDCIs) delta 1 .48-1 .68 (m, 1 H), 1 .71 -2.05 (m, 3H), 2.40 (s, 3H), 3.58-3.82 (m, 2H), 3.86-4.15 (m, 3H), 7.31 (d, J = 8.0 Hz, 2H), 7.75 (d, J = 8.2 Hz, 2H). MS [M+H]+ 257 g/mol., 97-99-4

The synthetic route of 97-99-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITE DE LILLE 2 DROIT ET SANTE; INSTITUT PASTEUR DE LILLE; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); CHARTON, Julie; DEPREZ, Benoit; LEROUX, Florence; STAELS, Bart; MUHR-TAILLEUX, Anne; HENNUYER, Nathalie; LESTAVEL, Sophie; PICON, Sylvain; AKNIN, Karen; BOULAHJAR, Rajaa; DUBANCHET, Barbara; (234 pag.)WO2016/16238; (2016); A1;,
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5061-21-2, 2-Bromo-4-butanolide is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5061-21-2, [Example 1]; Production of 2-mercapto-4-butyrolactone; 49 g (0.6 mol) of 70% sodium hydrosulfide (manufactured by JUNSEI CHEMICAL Co., Ltd.) were dissolved in a mixture of 34 g of 1,2-dimethoxyethane (Guaranteed Reagent; manufactured by JUNSEI CHEMICAL CO., LTD.) and 34 g of purified water (which had been distilled and passed through an ion exchange filter) at room temperature. While the resultant solution was cooledwith ice (to 100C or less) and under normal pressure (about 0.10MPa), 18 g of hydrochloric acid (GUARANTEED REAGENT, 35%to 37%; manufactured by JUNSEI CHEMICAL Co., Ltd.) were addedwith stirring the solution to adjust the pH of the solution to8.9. While the solution was maintained at a temperature of 100C or less, 34 g (0.2 mol) of 2-bromo-4-butyrolactone (manufacturedby Tokyo Chemical Industry Co., Ltd.) were added dropwise intothe solution over approximately 20 minutes. The reaction solution after the completion of the dropwise addition was stirred for 2 minutes . The pH of the reaction solution was withinthe range of 7.5 to 8.9 from when the dropwise addition of 2-bromo-4-butyrolactone was initiated to the stirring after thedropwise addition was completed. [0077]Thereafter, while the solution was cooled at 100C or less, 24 g of hydrochloric acid were added to the solution overapproximately 5 minutes to adjust the pH of the solution to 4.0. An inorganic salt precipitated in the solution was removed by suction filtration, and 20 g of ethyl acetate (GUARANTEED REAGENT; manufactured by JUNSEI CHEMICAL Co., Ltd.) were added to the resultant filtrate to extract the organic phase. The resultant aqueous phase was reextracted with 34 g of ethyl acetate. These extracted organic phases were combined. The organic phase was concentrated and purified by distillationunder a reduced pressure to give 19 g of2-mercapto-4-butyrolactone (having a boiling point of 94C/0.3 kPa; with a yield of 78%) .; [Examples 33 to 36]; In substantially the same manner as in Example 1 except that the temperature of the reaction solution during the reaction was changed as described in Table 4, the reaction was performed to synthesize 2-mercapto-4-butyrolactone. The results are shown in Table 4. The SH reaction yields in Table4 were calculated from the HPLC analysis results of samples which had been picked up from the reaction solution when the pH of the reaction solution was adjusted to 4.0.

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

Reference£º
Patent; SHOWA DENKO K.K.; WO2007/139215; (2007); A1;,
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22929-52-8, Dihydrofuran-3(2H)-one is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 164 Ethyl 3-[[(trans-4-methylcyclohexyl)carbonyl](tetrahydro-3-furanyl)amino]-1- (phenylmethyl)-1 ate To a solution of Intermediate 163 (3.73 g, 11.8 mmol) in DCM (35 mL) was added trans-4- methylcyclohexanecarbonyl chloride (2.28 g, 14 mmol), followed by triethylamine (2.5 mL). The reaction was heated at 45 ¡ãC for 16 hours under nitrogen, whereupon further aliquots of triethylamine (2 mL) and trans-4-methylcyclohexanecarbonyl chloride (1.5 g) were added. Heating was continued for a further 16 hours. After cooling, the mixture was diluted with DCM, washed with hydrochloric acid solution (1M), then water, and then saturated sodium bicarbonate solution. The organic layer was passed through a hydrophobic frit, evaporated, and purified using 120 g ISCO Flash column, eluting with a gradient of ethyl acetate in cyclohexane (5-100percent) to give the title compound. MS calcd for (C25H33N304+ H) + : 440 MS found (electrospray) : (M+H) += 440

22929-52-8, As the paragraph descriping shows that 22929-52-8 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2005/92863; (2005); 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

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;,
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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;,
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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;,
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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

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;,
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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
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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
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