Day: October 12, 2020

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

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;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

63095-51-2,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.

A solution of thionyl chloride (200 mL) anhydrous ZnCI2 (10.6 g, 0.078 mol), and the compound of formula I (bOg, 0.78mmol) was heated to 85 C. After the reaction was complete, the solvents were evaporated in vacuo. The crude product was purified by vacuum distillation to obtain the title compound X as a yellow oil. Yield 79.7%.

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

Reference£º
Patent; WANG, Peng; LI, Pixu; WEI, Qiang; LIU, Yuanhua; (61 pag.)WO2016/191435; (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 151 (0471) 5-(Naphthalen-2-ylmethyl)isoxazole-3-carboxylic acid (204 mg, 0.81 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (204 mg, 1.48mmol), triethylamine (0.38 mL, 2.75 mmol) and 1-hydroxybenzotriazole (14 mg, 0.11 mmol) were added to chloroform (amylene addition product) (5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (264 mg, 1.38 mmol) was added to the mixture at room temperature, and the mixture was stirred overnight and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 166 mg of N-(tetrahydrofuran-3-ylmethyl)-5-(naphthalen-2-ylmethyl)iso xazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (159)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm)):1.60-1.72(m, 1H), 2.02-2.12(m, 1H), 2.52-2.61(m, 1H), 3.41-3.46(m, 2H), 3.57(dd, J=9.0, 5.3Hz, 1H), 3.72-3.79(m, 1H), 3.82-3.93(m, 2H), 4.29(s, 2H), 6.43(d, J=3. 9Hz, 1H), 6.90(brs, 1H), 7. 34-7. 38 (m, 1H), 7. 46-7. 53 (m, 2H), 7.71(s, 1H), 7.78-7.86(m, 3H)

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; 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.915095-89-5,(S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran,as a common compound, the synthetic route is as follows.

Take (5)-3-(4-(5-bromo-2-chlorobenzyl)phenoxy) tetrahydrofuran (91 kg), anhydrous tetrahydrofuran/toluene (200 kg (1:4)), and add it to a nitrogen-dried 2000-liter reactor. , Liquid nitrogen was cooled to -78 C, was slowly added dropwise 1. 6 mol-L” 1 n-butyllithium hexane solution 120L, maintaining the temperature stirred for 1h;A 300 kg toluene solution of 2,3,4,6-tetra-O-trimethylsilyl-D-glucono lactone (130 kg) cooled to -78C was slowly added dropwise to the above reaction solution, -78 C reaction 3 h, TLC test after the completion of the basic reaction, at this temperature was added 300kg of methanol solution of methanesulfonic acid (methanesulfonic acid 115kg + methanol 185kg); stirred at 0 C reaction 4.0h, and then heated to 40 C The reaction was stirred for 6 h. After the reaction was completed, 5 mol.I/1 aqueous sodium hydroxide solution was added to the reaction solution to adjust the pH to 7 – 8; stirred for 30 min, extracted with ethyl acetate (200 kg X 2), and the organic phase was washed with a saturated aqueous solution of sodium chloride. Neutral, then dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to dryness to give 100 kg of pale yellow viscous oil in a yield of 84%., 915095-89-5

As the paragraph descriping shows that 915095-89-5 is playing an increasingly important role.

Reference£º
Patent; Jiangsu Engineering Polytechnic College; Feng Chengliang; Yan Bin; (12 pag.)CN107652276; (2018); A;,
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

(R)-Benzyl 5 -oxo-tetrahydrofuran-3 -ylcarbamate (24 g, 0.1 mol) was added to the solution ofMe2NH (45 g, 1 mol) in CH2Cl2 (500 ml). The mixture was stirred overnight. The solid was collected by filtration. Toluene (500 mL) was added to dissolve the solid, followed by (PhS)2 (32.7 g, 0.15 mol) and Bu3P (40 g, 0.2 mol). The mixture was heated to 80C and stirred for 18 h. The solvent was removed in vacuo. The residue was subjected to flash column chromatography on silica gel eluting with 50% EtO Ac/petroleum ether to provide 0123 (13.4 g, 35.3%). LC-MS: 373 [M+l]+. 1H NMR (CDCl3):delta 2.46 (m, 1H), 2.82 (s, 3H), 2.84 (s, 3H), 2.88 (m, 1H), 3.20 (m, 1H), 3.33 (m, 1H), 4.13 (m, 1H), 5.07 (s, 2H), 6.30 (d, J= 9.0 Hz, 1H), 7.15 (m, 1H), 7.32 (m, 9H).

118399-28-3, The synthetic route of 118399-28-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CURIS, INC.; WO2009/36035; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

86087-24-3, (R)-Tetrahydrofuran-3-ol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

86087-24-3, Step 1: (R)-Tetrahydrofuran-3-yl-4-methylbenzenesulfonate To a solution of (R)-tetrahydrofuran-3-ol (25.4 g) in dichloromethane (250 mL) and pyridine (60 mL) is added at 0 C. N,N-dimethylaminopyridine (DMAP; 1 g) and p-toluene-sulfonylchloride (73 g) in portions. The mixture is stirred for 12 hours at room temperature, diluted with dichloromethane and washed with 1 M aqueous HCl solution and brine. After drying (MgSO4) the solvent is evaporated and the residue is chromatographed on silica gel (dichloromethane/methanol 100:0?95:5) to give the title compound. Yield: 59.5 g; Mass spectrum (ESI+): m/z=243 [M+H]+.

As the paragraph descriping shows that 86087-24-3 is playing an increasingly important role.

Reference£º
Patent; Boehringer Ingelheim International GmbH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; US2013/252937; (2013); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

453-20-3, 3-Hydroxytetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution oftetrahydrofuran-3-ol(0.1 g, 1.135 mmol) inacetonitrile(5 mL) was added bis(2,5-dioxopyrrolidin-1-yl) carbonate (0.436 g, 1.703 mmol) andTEA(0.237 mL, 1.703 mmol). The reaction mixture was allowed to stir at rt for 18 h. The solvent was removed and the reaction mixture was diluted with DCM, washed with 10% NaHCO3, brine, dried over Na2SO4and concentrated to afford2,5-dioxopyrrolidin-1-yl (tetrahydrofuran-3-yl) carbonate(0.08 g,0.349 mmol,30.8%yield).1H NMR (DMSO-d6, delta=2.50 ppm, 400 MHz): delta 5.44-5.38 (m, 1H), 3.88-3.65 (m, 5H), 2.82 (s, 3H), 2.31-2.21 (m, 1H), 2.07-1.98 (m, 1H).

453-20-3, 453-20-3 3-Hydroxytetrahydrofuran 9960, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Hewawasam, Piyasena; Lopez, Omar D.; Tu, Yong; Wang, Alan Xiangdong; Xu, Ningning; Kadow, John F.; Meanwell, Nicholas A.; Gupta, Samayamuthula Venkata Satya Arun Kumar; Kumar, Indasi J. Gopi; Ponugupati, Suresh Kumar; Belema, Makonen; US2015/23913; (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- (3-trifluoromethylbenzyl) isoxazole-3-carboxylic acid (242 mg, 0.89 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (155 mg, 1.15 mmol), Triethylamine (0.32 mL, 2.30 mmol) And 1 – hydroxybenzotriazole (15 mg, 0.11 mmol) Was added to chloroform (amylen added product) (5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (220 mg, 1.15 mmol) was added at room temperature, After stirring overnight, it was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Represented by the following equation N- (tetrahydrofuran-3-ylmethyl) -5- (3-trifluoromethylbenzyl) isoxazole-3-carboxamide (Hereinafter referred to as the amide compound (158)) 130 mg was obtained., 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; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem