Heterocyclic Building Blocks-Tetrahydrofuran

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.

63095-51-2, (R)-4-propyl-dihydrofuran-2-one 10.0 g (78.1 mmol)Dissolved in 100 mL DMF, followed by the addition of potassium carbonate 11.9 g (85.9 mmol).(S)-2-aminobutyric acid 8.9 g (86.4 mmol), warmed to 50 C,Stir the reaction for 15h, the temperature of the reaction solution dropped to 0-5 C, diluted with water,Adjust the pH to 3 with 2N hydrochloric acid solution and extract three times with dichloromethane.The organic phases were combined, dried and concentrated to give 16.2 g of Intermediate II.The yield was 90.0%.

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

Reference£º
Patent; Beijing Wanquan De Zhong Pharmaceutical Biological Co., Ltd.; Ma Xiang; Zhao Guolei; Zhao Yunping; (7 pag.)CN108947883; (2018); A;,
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5061-21-2,5061-21-2, 2-Bromo-4-butanolide is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 41 (1 equiv), K2CO3 (3 equiv), and halogenated compounds (2 equiv) in DMF (5 mL) was stirred for 45 min at room temperature. After filtering the mixture and removing the solvent in vacuo, the residue was purified by column chromatography (eluent: hexane/EtOAc 95:5) to afford the desired compounds (42a-d) as white solids in 73-82% yields.

As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

Reference£º
Article; Chen, Ying; Cheng, Ming; Liu, Fa-Qiang; Xia, Peng; Qian, Keduo; Yu, Donglei; Xia, Yi; Yang, Zheng-Yu; Chen, Chin-Ho; Morris-Natschke, Susan L.; Lee, Kuo-Hsiung; European Journal of Medicinal Chemistry; vol. 46; 10; (2011); p. 4924 – 4936;,
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1679-47-6, 3-Methyldihydrofuran-2(3H)-one is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2 wt. % MGBL in 60 mL H2O, 1.0 g 5 wt. % Ru/C, 140 bar. Data reported at time of maximum MBDO selectivity: 80 C. (71 h-did not reach maximum), 100 C. (6.3 h), 120 C. (3.5 h), 140 C. (1.8 h), 160 C. (0.3 h), 200 C. (0.3 h). Pd/C (1.5 h), Pt/C (1.5 h).

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; REGENTS OF THE UNIVERSITY OF MINNESOTA; Dauenhauer, Paul J.; Spanjers, Charles; Zhang, Kechun; (37 pag.)US2017/297983; (2017); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.52079-23-9,(S)-(-)-alpha-Hydroxy-gamma-butyrolactone,as a common compound, the synthetic route is as follows.,52079-23-9

5- (2-aminoethoxy)-N- [3-chloro-4- (pyridin-2-ylmethoxy) phenyl] quinazolin-4-amine (obtained as described in Example 2.6, preparation of starting materials, 0.5 g, 1.19 mmol) was heated to 130C in xylene (20 ml) until it had dissolved. (S)- (-)-a-hydroxy-y- butyrolactone (0.10 ml, 1.31 mmol) was added and the mixture was stirred at 130C for 3 hours. More (S)-(-)-oc-hydroxy-y-butyrolactone (0.05 ml, 0.66 mmol) was added and the mixture was heated for a further 2 hours. The resultant precipitate was filtered off while the mixture was hot, washed with diethyl ether (3 x 10 ml) and dried to give the title compound as a solid (430 mg, 69%) ; NMR spectrum (DMSO-d6) 1.38-1. 55 (m, 1H), 1.69-1. 85 (m, 1H), 3.37-3. 50 (m, 2H), 3.61-3. 77 (m, 2H), 3.89-4. 00 (m, 1H), 4. 28-4. 45 (m, 3H), 5.29 (s, 2H), 5.51 (d, 1H), 7.13 (d, 1H), 7.22 (d, 1H), 7.28-7. 41 (m, 2H), 7.49-7. 62 (m, 2H), 7.71 (t, 1H), 8.01 (d, 1H), 8.14-8. 25 (m, 1H), 8.45 (s, 1H), 8. 59 (d, 1H), 9. 82 (s, 1H) ; Mass spectrum MU 523.9

As the paragraph descriping shows that 52079-23-9 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/51923; (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.149809-43-8,((3R,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

100 mL three-neck flask was added 2-[(1S,2S)-1-ethyl-2-benzyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-3H-1,2,4-triazol-3-one (formula III) (6.08 g) and DMSO (30 mL) were dissolved with stirring. A 25% aqueous solution of sodium hydroxide (1.7 mL) was added and the mixture was stirred for 15 min. Add (5R)-5-(2,4-difluorophenyl)-5-(1H-1,2,4-triazol-1-yl)methyltetrahydrofuran-3-ylmethyl 4-methylbenzenesulfonate (formula IV) (6.12 g), the mixture is stirred at 40-50 C for 12-18 h. The reaction mixture was poured into water (60 mL) with vigorous stirring, stirring vigorously for 30 min, suction filtration, the filter cake was washed with water (30 mL), and dried under vacuum at 50 C to obtain 8.83 g of the compound of formula (V), yield 95.6 %., 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; Kunming Jida Pharmaceutical Co., Ltd.; Yang Zhuqi; Zhang Poyong; Sun Xiaomei; Wang Lijiang; Zhang Yun; (13 pag.)CN108239077; (2018); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.453-20-3,3-Hydroxytetrahydrofuran,as a common compound, the synthetic route is as follows.,453-20-3

3-HYDROXYTETRAHYDROFURAN 57 (0.50 g, 0.46 mL, 5.5 mmol) and triethylamine (1 mL, 7 mmol, 1.3 equiv. ) were dissolved in dry DCM (5 mL) and the solution cooled to 0 C with stirring. Methanesulfonyl chloride 63 (0.55 mL, 7 mmol, 1.3 equiv.) was added slowly via syringe to the chilled solution. The solution was allowed to warm to RT, and the resultant suspension stirred at RT for 24 h. Dry DCM (20 mL) was then added to the suspension to re-form a solution. The solution was allowed to stir at RT for a further 36 h. The solvent was removed IN VACUO and the residue dissolved in water. The aqueous solution was extracted with DCM. The DCM extracts were then washed with brine, and the brine washings extracted with fresh DCM. The combined organic layers were then dried over MgSO4. The solvent was removed under reduced pressure to yield 64 as a yellow viscous liquid (0.80 g, 96 %), which was used without further purification. ‘H NMR (CDC13) 8 5.20 (m, 1H, 1-CH), 3.94-3. 74 (m, 4H, THF-CH), 2.96 (s, 3H, CH3), 2.18-2. 11 (m, 2H, THF-CH) ; L3C NMR (CDCl3) : 81.38 (1′-CH), 73.4 (2 -CH2), 67.1 (4′- CH2), 38. 8 (CH3), 33.7 (3’-CH2).

The synthetic route of 453-20-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITY COLLEGE CARDIFF CONSULTANTS LIMITED; REGA FOUNDATION; WO2004/96813; (2004); A1;,
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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.

5061-21-2, To a solution of 4-bromophenol (13.9 g, 0.078 mol) in 75 mL of DMF was added cesium carbonate(38 g, 1.5 eq.). It was then cooled to 0 C and ct-Bromo-y-butyrolactone (18 g, 1.4 eq.) was added.After the addition was completed, the mixture was stirred at RT overnight. It was quenched withwater and extracted with EtOAc (3x). The combined organic layer was washed with water (2x),brine and dried (Na2504). The residue after concentration was purified on a Biotage column using 5-50% EtOAc in hexane to give 3-(4-bromophenoxy)dihydrofuran-2(3H)-one (17 g, 85%).

The synthetic route of 5061-21-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE BRIGHAM AND WOMEN’S HOSPITAL, INC.; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; LEE, Arthur; MCKEW, John, C.; PATEL, Paresma, R.; YU, Paul, B.; MOHEDAS, Agustin, H.; SANDERSON, Philip, E.; ZHENG, Wei; HUANG, Xiuli; UNIVERSITY OF HOUSTON SYSTEM; CUNY, Gregory, D.; (304 pag.)WO2016/11019; (2016); A1;,
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Tetrahydrofuran | (CH2)3CH2O – PubChem

91470-28-9, Tetrahydrofuran-2-carboxamide is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 85B methyl tetrahydrofuran-2-carbimidate To a mixture of Example 85A (16 g) in dichloromethane (200 mL) was added trimethyloxonium tetrafluoroborate (22.6 g) at 0 C. The reaction mixture was stirred at 15 C. for 12 hours. The reaction mixture was quenched by addition of saturated aqueous NaHCO3 (1 L) and was extracted with ethyl acetate (3*100 mL). The combined organic layers were dried over Na2SO4. After filtering, the filtrate was concentrated to provide the title compound. 1H NMR (400 MHz, CDCl3) delta ppm 1.17-1.29 (m, 1H), 1.78-2.05 (m, 3H), 2.12-2.28 (m, 1H), 3.69-3.77 (m, 3H), 3.81-4.01 (m, 1H), 3.81-4.01 (m, 1H), 3.83-4.02 (m, 1H), 4.22-4.30 (m, 1H), 4.44 (dd, J=8.31, 5.26 Hz, 1H), 4.99-5.23 (m, 1H), 4.99-5.23 (m, 1H), 5.05 (s, 1H), 7.59 (br s, 1H)., 91470-28-9

The synthetic route of 91470-28-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AbbVie Inc.; AbbVie Deutschland GmbH & Co. KG; Brady, Patrick B.; Braje, Wilfried; Dai, Yujia; Doherty, George A.; Gong, Jane; Jantos, Katja; Ji, Cheng; Judd, Andrew S.; Kunzer, Aaron R.; Lai, Chunqiu; Mastracchio, Anthony; Risi, Roberto M.; Song, Xiaohong; Souers, Andrew J.; Sullivan, Gerard M.; Tao, Zhi-Fu; Teske, Jesse A.; Wang, Xilu; Wendt, Michael D.; Yu, Yiyun; Zhu, Guidong; Penning, Thomas D.; (218 pag.)US2019/55264; (2019); A1;,
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Tetrahydrofuran | (CH2)3CH2O – PubChem

453-20-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.453-20-3,3-Hydroxytetrahydrofuran,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 28 (1mmol), PPh3 (2.5mmol) and various commercially available alcohol (2.5mmol) in dry THF (1mL) was added DEAD (2.5mmol) dropwise with intensive stirring at room temperature. 20min later, the reaction mixture was concentrated in vacuo and the corresponding intermediates 32a-v were obtained after chromatography by silica gel eluting with DCM-CH3OH. The final products 33a-v were prepared in a similar manner to the synthesis of compound 27 from 26 and characterized after purification by silica gel chromatography eluting with DCM-CH3OH.

As the paragraph descriping shows that 453-20-3 is playing an increasingly important role.

Reference£º
Article; Sun, Mingna; Hu, Jinfeng; Song, Xiuyun; Wu, Donghui; Kong, Linglei; Sun, Yupeng; Wang, Dongmei; Wang, Yan; Chen, Naihong; Liu, Gang; European Journal of Medicinal Chemistry; vol. 67; (2013); p. 39 – 53;,
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 253 (0574) 5-(3,5-Dibromobenzyloxymethyl)isoxazole-3-carboxylic acid (3.25 g, 8.3 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (1.37 g, 10.0 mmol), triethylamine (1.74 mL, 12.5 mmol) and 1-hydroxybenzotriazole (0.11 g, 0.8 mmol) were added to chloroform (amylene addition product) (20 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (1.91 g, 10.0 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 0.46 g of N-(tetrahydrofuran-3-ylmethyl)-5-(3,5-dibromobenzyloxymethy l)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (262)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.62-1.73 (1H, m), 2.04-2.14 (1H, m), 2.53-2.64 (1H, m), 3.47 (2H, t), 3.59 (1H, dd), 3.72-3.81 (1H, m), 3.83-3.96 (2H, m), 4.54 (2H, s), 4.67 (2H, s), 6.74 (1H, s), 6.95 (1H, br s), 7.42 (2H, s), 7.61 (1H, s), 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;,
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