Heterocyclic Building Blocks-Tetrahydrofuran

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.

184950-35-4, 5- [4-benzyloxybutyl] isoxazole-3-carboxylic acid (0.42 g, 1.5 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.26 g, 1.9 mmol), Triethylamine (0.19 g, 1.9 mmol) And 1-hydroxybenzotriazole (0.03 g, 0.19 mmol) Was added to chloroform (amylene added product) (3 mL). To the mixture , 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.37 g, 1.9 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 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- [4-benzyloxybutyl] isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (140)) 0.62 g was obtained.

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

87392-05-0, (R)-(+)-2-Tetrahydrofuroic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6.01.17 R-(tetrahydrofuran-2-yl)-methanol 20 g R-tetrahydrofuran-2-carboxylic acid in 60 mL THF was dropped to 6.6 g lithium aluminium hydride in 140 mL THF. The reaction was refluxed until gas formation was stopped. The reaction was coolded with an ice bath and 20 mL water and 10 mL 15N sodiunhydroxide was added. The reaction was stirred 20 min, diluted with 100 mL THF, filltered over magnesiumsulfate and the filtrate was evaporated to give 16.1 g desired product. (M+Na)+: 124 1H-NMR (400 MHZ): 4.6 (1H OH), 3.8; 3.6; 3.3 (5H, CH2, CH, CH2); 1.8; 1.55 (m, 4H, CH2, CH2)., 87392-05-0

As the paragraph descriping shows that 87392-05-0 is playing an increasingly important role.

Reference£º
Patent; Boehringer Ingelheim International GmbH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; US2013/184248; (2013); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

2399-48-6, (Tetrahydrofuran-2-yl)methyl acrylate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under an argon atmosphere, tetrahydrofurfuryl acrylate (manufactured byTokyo Kasei Kogyo Co., Ltd.) 10.0 g (64 mmol) of 3-mercaptopropyltrimethoxysilane (Shin-Etsu Chemical Co., Ltd.) 12.5 g (64 mmol) and azobisbutyronitrile (manufactured by Nacalai Tesque) 210 mg (1.2 mmol) were dissolvedin dehydrated ethyl acetate 60 ml, was heated under reflux for 24 hours. Underreduced pressure to remove ethyl acetate, the No2-8 compound is a compound ofthe present invention was obtained 21.8 g.

2399-48-6, 2399-48-6 (Tetrahydrofuran-2-yl)methyl acrylate 94232, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; KRI INCORPORATED; SATOH, MASAHIRO; KITAJIMA, SATSUKI; (23 pag.)JP2015/218139; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

204512-95-8, (S)-Tetrahydrofuran-3-amine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

). (c) l-(5,6-Dimethyl-l-p-tolyl-lH-benzo[d]imidazol-2-yl)piperidine-4-carboxylic acid (37 mg, 0.10 mmol), 2-(7-aza-lH-benzotriazole-l-yl)-l,l,3,3-tetramethyluronium hexafluorophosphate (EtaATU, 58 mg, 0.153 mmol), (S)-tetrahydrofuran-3 -amine hydrochloride (18.9 mg, 0.153 mmol) and iV,jV-diisopropyl-ethylamine (Etaunig’s base, DIEA, 170 muL, 1.02 mmol) were dissolved in N,N-dimethylformamide (1 mL). The reaction mixture was stirred overnight at ambient temperature, filtered and subjected to preparative hplc (preparative RP-LC was performed on a Gilson system equipped with a Zorbax SB-C8 (5 mum, 21.2 x 150 mm) column, using methano I/water (0.05% formic acid) gradients at a flow rate of 4 mL/min with UV (214 or 254 nm) and MS (ESI) detection) to give 33 mg (75 % yield) of (S)-l-(5,6-dimethyl-l-p-tolyl- lH-benzo[d]imidazol-2-yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide as an off-white solid. LC-MS (m/z) 433.0. (M+l).

204512-95-8, As the paragraph descriping shows that 204512-95-8 is playing an increasingly important role.

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

112372-15-3, Furo[2,3-c]pyridine-2-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Coupling: Example 7 is obtained as a white solid with a yield of 18% using acid C34 according to Method A with non-critical changes. HRMS (FAB) calculated for C15H17N3O2+H: 272.1399, found 272.1402 (M+H)+., 112372-15-3

As the paragraph descriping shows that 112372-15-3 is playing an increasingly important role.

Reference£º
Patent; Wishka, Donn G.; Reitz, Steven Charles; Piotrowski, David W.; Groppi JR., Vincent E.; US2003/45540; (2003); 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

4-(3-Cyclopropylmethyl-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydroindazol-1-yl)-2,5-difluorobenzonitrile (95 mg, 0.27 mmol), R-(+)-3-aminotetrahydrofuran toluene-4-sulfonate (70 mg, 0.27 mmol), and diisopropylamine (0.1 mL, 0.6 mmol) were combined in DMSO (0.5 mL). The reaction was stirred at 100 C. for 48 hours and then cooled to 25 C., and EtOH (2 mL), 1 M NaOH (0.4 mL), and 30% aqueous H2O2 (0.4 mL) were added. The reaction was stirred at 25 C. for 1 hour. It was diluted with EtOAc (20 mL), and washed with 2 M HCl (2¡Á20 mL). The organic portion was dried over Na2SO4 and concentrated. Purification by gradient flash chromatography provided (R)-4-(3-(cyclopropylmethyl)-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indazol-1-yl)-5-fluoro-2-(tetrahydrofuran-3-ylamino)benzamide (43 mg, 36%) as a yellow solid (LC/MS m/z=441.1 [M+H]+). 1H NMR (DMSO, 20 C., 400 MHz) delta (ppm) 8.13 (d, 1H), 7.87 (b, 1H), 7.59 (d, 1H), 7.32 (b, 1H), 6.61 (d, 1H), 3.98-3.91 (m, 1H), 3.70-3.60 (m, 2H), 3.59-3.51 (m, 1H), 3.37-3.30 (m, 1H), 2.54 (d, 2H), 2.50 (s, 2H), 2.16 (s, 2H), 2.10-1.99 (m, 1H), 1.58-1.50 (m, 1H), 1.00-0.90 (m, 1H), 0.83 (s, 6H), 0.24-0.18 (m, 2H), 0.03-0.02 (m, 2H)., 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; Huang, Kenneth He; Ommen, Andy J.; Barta, Thomas E.; Hughes, Philip F.; Veal, James; Ma, Wei; Smith, Emilie D.; Woodward, Angela R.; McCall, W. Stephen; US2008/269193; (2008); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

219823-47-9, (R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of 3-hydroxy-N-(l-methyl-lH-pyrazol-3-yl)-5- [(phenylmethyl)oxy]benzamide (450 mg, 1.39 mmol), (3i?)-tetrahydrofuran-3-yl 4- methylbenzenesulfonate (507 mg, 2.09 mmol) and potassium carbonate (481 mg, 3.48 mmol) in acetonitrile (5 mL) was stirred in a Smith Creator microwave at 16O0C for 3 hours. The solvent was removed in vacuo and ethyl acetate added. The organics were washed with water (40 mL), brine (40 mL), dried (MgSO4), filtered and the solvent removed in vacuo to give a yellow foam which was chromatographed on silica, eluting with a gradient of 0-100% ethyl acetate in o-hexane, to give the title compound as a white foam (452 mg). 1H NuMR delta (CDCl3): 2.09 – 2.14 (IH, m), 2.14 – 2.24 (IH, m), 3.68 (3H5 s), 3.86 – 3.91 (IH, m), 3.94 – 3.98 (3H, m), 4.89 (IH, s), 5.03 (2H, s), 6.64 (IH, t), 6.85 (IH, s), 6.96 (IH, d), 7.07 (IH, t), 7.27 (IH, m), 7.33 – 7.41 (5H, m), 9.31 (IH, s); m/z 394 (M+H)+., 219823-47-9

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

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/125972; (2006); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

144870-96-2, 4-Aminotetrahydrofuran-3-ol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 4-aminotetrahydrofuran-3-ol (74.5 mg, 0.722 mmol) and ethyl 4-(chlorosulfonyl)-3-fluoro-l-methyl-lH-pyrrole-2-carboxylate (150 mg, 0.556 mmol) in dry acetonitrile (4 mL), dry DIPEA (0.3 mL, 1.7223 mmol) was added at rt. After lh mixture was evaporated under reduced pressure to afford a yellow solid (325 mg). Crude was purified by flash chromatography (Petroleum ether/ AcOEt) to afford D44 as a light yellow solid (178 mg, y= 95%). Method 1 : Rt=l.28 min, m/z=337 (M+H)+. The compound is the trans racemic mixture at the tetrahydrofuranyl ring., 144870-96-2

144870-96-2 4-Aminotetrahydrofuran-3-ol 10486809, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; OSPEDALE SAN RAFFAELE S.R.L.; IRBM S.P.A.; PROMIDIS S.R.L.; ISTITUTO NAZIONALE DI GENETICA MOLECOLARE – INGM; DE FRANCESCO, Raffaele; DONNICI, Lorena; GUIDOTTI, Luca; IANNACONE, Matteo; DI FABIO, Romano; SUMMA, Vincenzo; PRANDI, Adolfo; RANDAZZO, Pietro; GORNATI, Davide; GRILLO, Alessandro; FERRANTE, Luca; BENCHEVA, Leda Ivanova; DE MATTEO, Marilenia; FERRARA, Marco; (238 pag.)WO2020/30781; (2020); 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.

Production Example 265 (0586) 5-(2,3-Difluorobenzyloxymethyl)isoxazole-3-carboxylic acid (0.54 g, 2.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.41 g, 3.0 mmol), triethylamine (0.30 g, 3.0 mmol) and 1-hydroxybenzotriazole (0.03 g, 0.2 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 residue, and the mixture was extracted three times with ethyl acetate. The organic layer was washed with a saturated aqueous sodium bicarbonate solution and saturated saline water and 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-(2,3-difluorobenzyloxymeth yl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (274)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.63-1.73 (1H, m), 2.05-2.15 (1H, m), 2.53-2.64 (1H, m), 3.47(2H, t), 3.59 (1H, dd), 3.73-3.81 (1H, m), 3.83-3.96(2H, m), 4.69(2H, s), 4.70(2H, s), 6.75(1H, s), 6.94 (1H, br s), 7.07-7.22(3H, m)

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; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

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, alpha-Bromo-gamma-butyrolactone (1) (925 mul, 10 mmol, 1 equiv) was dissolved in acetone (17 ml) and a solution of NaN3 (3.25 g in 7 ml H2O, 50 mmol, 5 equiv) was added. The resulting solution was stirred overnight. Acetone was removed by evaporation under reduced pressure. The resulting aqueous mixture was extracted with CH2Cl2 (2 ¡Á 50 mL) and the organic layers were combined, dried over Na2SO4, filtered, and evaporated under reduced pressure. The resulting oil was found to be pure by NMR analysis (and was used without further purification). 1H NMR (300 MHz, CDCl3): delta 4.42 (dt, 1H, J = 3.6 Hz and 8.9 Hz, H-3), 4.23-4.31 (m, 2H, H-3 and H-1), 2.50-2.61 (m, 1H, H-2), 2.10-2.24 (m, 1H, H-2); 13C NMR (75 MHz, CDCl3): delta 173.6, 66.0, 56.8, 29.1

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

Reference£º
Article; Brackman, Gilles; Risseeuw, Martijn; Celen, Shari; Cos, Paul; Maes, Louis; Nelis, Hans J.; Van Calenbergh, Serge; Coenye, Tom; Bioorganic and Medicinal Chemistry; vol. 20; 15; (2012); p. 4737 – 4743;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem