Downstream synthetic route of 124391-75-9

124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, aTetrahydrofurans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

Triphenylphosphine (7.7 g, 29.4 mmol) was added to a solution of (tetrahydrofuran-3-yl)methanol (2 g, 19.6 mmol) and carbon tetrabromide (7.7 g, 23.5 mmol) in DCM (30 mL) at 0 C. The reaction was stirred for 2 hours at room temperature. The mixture was poured into water (50 mL) and extracted with dichloromethane (50 mL x3). The organic extracts were combined, dried over anhydrous sodium sulfate, and concentrated. The residue was purified by silica gel column chromatography to give 3- (bromomethyl)tetrahydrofuran (2.0 g, 62% yield)., 124391-75-9

124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; NEUROPORE THERAPIES, INC.; STOCKING, Emily M.; WRASIDLO, Wolfgang J.; (175 pag.)WO2019/199864; (2019); A1;,
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New learning discoveries about 1679-47-6

The synthetic route of 1679-47-6 has been constantly updated, and we look forward to future research findings.

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

General procedure: IA hydrogenation reactions were conducted in a 50 mL stain-less steel autoclave with magnetic stirring. In every experiment,0.2 g IA, 0.1 g catalyst and 20 mL deionized water were placed inthe autoclave. Afterwards, the autoclave was purged with hydro-gen for five times to remove air and pressured up to the desiredhydrogen pressure and then heated to the reaction temperature., 1679-47-6

The synthetic route of 1679-47-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Liu, Xiaoran; Wang, Xicheng; Liu, Qiang; Xu, Guoqiang; Li, Xuemin; Mu, Xindong; Catalysis Today; vol. 274; (2016); p. 88 – 93;,
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Brief introduction of 57595-23-0

57595-23-0 Methyl 4-oxotetrahydrofuran-3-carboxylate 14666564, aTetrahydrofurans compound, is more and more widely used in various fields.

57595-23-0, Methyl 4-oxotetrahydrofuran-3-carboxylate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57595-23-0, To a solution of methyi-4-oxo-tetrahydrofuro-3-carboxylate (1.0 g, 6.94 mmol) in ethanol (16 niL) was added 4-bromobenzylamme (1.621 g5 7.29 mmol) followed by triethylamine (0.919 niL, 6.59 mmol) and acetic acid (0.119 mL, 2.082 mmol). The mixture was refluxed for 2 h. The mixture was concentrated in vacuo, taken up in EtOAc (30 mL) and water (30 mL). The organic layer was then washed with saturated NaHCC>3 (20 mL). The aqueous layer was then extracted with EtOAc (3 x 40 mL) and the combined organic extracts were washed with water (30 mL) and brine (30 mL), dried over Na2SC>4 and concentrated in vacuo to give a brown oil which solidified over time to an oily brown solid, which was taken on crude to the next reaction.

57595-23-0 Methyl 4-oxotetrahydrofuran-3-carboxylate 14666564, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK & CO., INC.; WO2009/108496; (2009); A1;,
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Some tips on 17347-61-4

17347-61-4, The synthetic route of 17347-61-4 has been constantly updated, and we look forward to future research findings.

17347-61-4, 2,2-Dimethylsuccinicanhydride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Compound 5 (16 mg, 0.032 mmol), 2,2-dimethyl succinic anhydride(41 mg, 0.32 mmol), DMAP (8 mg, 0.064 mmol), and pyridine (1.5 mL)were placed in a 10 mL glass tube and sealed. The mixture was stirred at120 C for about 12 h. The reaction mixture was then transferred into a50 mL flask. Pyridine was removed under reduced pressure. HCl (3 N,10 mL) was added, the mixture was extracted three times with EtOAc,and the organic layer washed with 3 N HCl for a second time. Then theorganic layer was washed with brine, dried over anhydrous Na2SO4,and concentrated in vacuo. The residue was purified by silica gelcolumn chromatography (hexane/EtOAc as eluent) to provide targetproduct 7 (11 mg). White solid, yield: 54%.

17347-61-4, The synthetic route of 17347-61-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Jizhen; Chang, Ling-Chu; Hsieh, Kan-Yen; Hsu, Pei-Ling; Capuzzi, Stephen J.; Zhang, Ying-Chao; Li, Kang-Po; Morris-Natschke, Susan L.; Goto, Masuo; Lee, Kuo-Hsiung; Bioorganic and Medicinal Chemistry; vol. 27; 13; (2019); p. 2871 – 2882;,
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Analyzing the synthesis route of 184950-35-4

184950-35-4, As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

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 19 (0330) 5-Cyclopentyloxymethylisoxazole-3-carboxylic acid (0.26 g, 1.2 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.20 g, 1.5 mmol), triethylamine (0.15 g, 1.5 mmol) and 1-hydroxybenzotriazole (0.02 g, 0.15 mmol) were added to chloroform (amylene addition product) (15 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.28 g, 1.5 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 concentrate, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.10 g of N-(tetrahydrofuran-3-ylmethyl)-5-cyclopentyloxymethylisoxaz ole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (19)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm)): 1.54-1.59(2H, m), 1.68-1.72(7H, m), 2.04-2.13(1H, m), 2.56-2.58(1H, m), 3.46(2H, t), 3.57-3.60(1H, m), 3.75-3.78(1H, m), 3.84-3.94(-2H, m), 4.03-4.04(1H, m), 4.58(2H, s), 6.69(1H, s), 6.93(1H, br s)

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
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Analyzing the synthesis route of 97-99-4

97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, aTetrahydrofurans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.97-99-4,(Tetrahydrofuran-2-yl)methanol,as a common compound, the synthetic route is as follows.

The mixture of triethylamine (6.4 mL, 45.53 mmol), TsCl (6.4 g, 33.39 rnrnol) and 185 mgof DMAP were combined in CH2Clz (70 mL). this solution was cooled in an ice bath andto it was added a solution of tetrahydrofurfuryl alcohol Sa (3.1 g, 30.35 mmol) in 30 mL ofCH2Clz 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 solutionof NaHC03 and once with a brine. The organic layers were dried over MgS04, filtered andconcentrated in vacuum. The crude product was purified by Column chromatography onsilica gel (CH2Clz/cHex: 50/50) to give the expected product as oil (m = 5.6 g, 72 %). 1HNMR (300 MHz, CDCb): () (ppm) 1.48-1.68 (m, lH), 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+Ht rnlz = 257, 97-99-4

97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, aTetrahydrofurans compound, is more and more widely used in various fields.

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; BOULAHJAR, Rajaa; LEROUX, Florence; HOGUET, Vanessa; STAELS, Bart; MUHR-TAILLEUX, Anne; HENNUYER, Nathalie; BELLOY, Loic; (92 pag.)WO2017/134188; (2017); A1;,
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Brief introduction of 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

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 236 (0557) Tetrahydrofuran-3-ylmethylamine hydrochloride (1.32 g, 9.6 mmol) and triethylamine (1.34 mL, 9.6 mmol) were added to chloroform (amylene addition product) (20 mL), and the mixture was stirred at room temperature for 30 minutes. 5-[3-(2-Fluorophenyl)propyl]isoxazole-3-carboxylic acid (2.0 g, 8.0 mmol), 1-hydroxybenzotriazole (0.1 g, 0.8 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (1.8 g, 9.6 mmol) were added to the mixture at room temperature, and the mixture was stirred 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 and saturated saline water, and concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 1.94 g of N-(tetrahydrofuran-3-ylmethyl)-5-[3-(2-fluorophenyl)propyl] isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (245)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.63-1.72(1H, m), 2.01-2.12(3H, m), 2.52-2.63(1H, m), 2.71-2.75(2H, m), 2.80-2.84(2H, m), 3.44-3.47(2H, m), 3.57-3.60(1H, m), 3.73-3.79(1H, m), 3.84-3.94(2H, m), 6.47(1H, s), 6.98(1H, brs), 7.00-7.09(2H, m), 7.16-7.22(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
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Some tips on 17347-61-4

The synthetic route of 17347-61-4 has been constantly updated, and we look forward to future research findings.

17347-61-4, 2,2-Dimethylsuccinicanhydride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: 1-(5-Iodo-pyridin-2-yl)-3,3-dimethyl-pyrrolidine-2,5-dione 5-iodopyridin-2-amine (1 g, 4.55 mmol) was dissolved in DMF (5 ml) and 3,3-dimethyldihydrofuran-2,5-dione (1.28 g, 10.0 mmol, 2.2 equiv.) was added at room temperature. The mixture was stirred for 3 hr at 150¡ã C. The reaction mixture was evaporated to dryness and loaded directly to a silica gel column. The crude material was purified by flash chromatography on silica gel (20 gr, ethyl acetate/heptane gradient, 0:100 to 100:0). The desired 1-(5-iodopyridin-2-yl)-3,3-dimethylpyrrolidine-2,5-dione (1.3 g, 3.94 mmol, 86.6percent yield) was obtained as a yellow solid, MS: m/e=331.0 (M+H+)., 17347-61-4

The synthetic route of 17347-61-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Green, Luke; Guba, Wolfgang; Jaeschke, Georg; Jolidon, Synese; Lindemann, Lothar; Ricci, Antonio; Rueher, Daniel; Stadler, Heinz; Vieira, Eric; US2011/251169; (2011); A1;,
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Some tips on 19311-37-6

The synthetic route of 19311-37-6 has been constantly updated, and we look forward to future research findings.

19311-37-6, 3-Bromotetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Cesium carbonate (0.9 g, 2.8 mmol) was added to a solution of N-(4-((7-hydroxy-6-methoxyquinazolin-4-yl)oxy)phenyl)-2-( 4-isopropyl-1H-1 ,2,3-triazol-1-yl)acetamide (0.4 g,0.9 mmol) and 3-bromotetrahydrofuran (0.7 g, 4.6 mmol) in DMF (3 mL) under nitrogen. The5 resulting mixture was stirred at 100C for 3 hours. The crude product was purified bypreparative HPLC. Fractions containing the desired product were combined and concentratedunder vacuum to afford racemic title compound as a white solid (180 mg, 39%). This waspurified by preparative SFC-HPLC. The first eluting fractions containing the desiredcompound were evaporated to dryness to afford one enantiomer of 2-(4-isopropyl-1H-1,2,3-10 triazol-1-yl)-N-( 4-( (6-methoxy-7 -((tetrahydrofuran-3-yl)oxy)quinazolin-4-yl)oxy)phenyl)acetamide as a white solid (69 mg, 38%, 100% e.e.). 1H NMR (400 MHz,DMSO-d6) 8 1.26 (6H, d), 2.06-2.08 (lH, m), 2.38-2.40 (lH, m), 3.01-3.03 (lH, m), 3.74-4.03 (7H, m), 5.31 (3H, d), 7.26-7.34 (2H, m), 7.37 (lH, s), 7.58 (lH, s), 7.64-7.76 (2H, m),7.90 (lH, d), 8.55 (lH, s), 10.60 (lH, s); m/z: ES+ [M+H]+ 505. This was followed by the15 other enantiomer of 2-( 4-isopropyl-1H-1 ,2,3-triazol-1-yl)-N-( 4-(( 6-methoxy-7-((tetrahydrofuran-3-yl)oxy)quinazolin-4-yl)oxy)phenyl)acetamide (67 mg, 37%, 100% e.e.) asa white solid. 1H NMR (400 MHz, DMSO-d6) 8 1.26 (6H, d), 2.06-2.08 (lH, m), 2.38-2.40(lH, m), 3.01-3.03 (lH, m), 3.74-4.03 (7H, m), 5.28- 5.36 (3H, m), 7.25-7.34 (2H, m), 7.37(lH, s), 7.57 (lH, s), 7.64 – 7.73 (2H, m), 7.90 (lH, d), 8.55 (lH, s), 10.57 – 10.63 (lH, m);20 m/z: ES+ [M+H]+ 505., 19311-37-6

The synthetic route of 19311-37-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; GRECU, Tudor; KETTLE, Jason, Grant; PACKER, Martin, John; PEARSON, Stuart, Eric; SMITH, James, Michael; (58 pag.)WO2018/197643; (2018); A1;,
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Downstream synthetic route of 124391-75-9

124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, aTetrahydrofurans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

Step 1: Preparation of tetrahydrofuran-3-ylmethyl 4-methylbenzenesulfonate To a stirred solution of tetrahydro-3-furanmethanol (500 mg, 4.90 mmol) in DCM (5 mL) was added Et3N (892 mg, 8.81 mmol) and DMAP (60 mg, 0.49 mmol). Then to the mixture was added a solution of 4-methylbenzenesulfonyl chloride (1.4 g, 7.34 mmol) in DCM (5 mL) dropwise. After being stirred at 15 oC for 16 hrs, the resulting mixture was diluted with DCM (50 mL), washed with H2O (20 mL), 2 N HCl (20 mL) and brine (10 mL), then dried over anhydrous Na2SO4 and concentrated in vacuo to give tetrahydrofuran-3-ylmethyl 4- methylbenzenesulfonate (1.1 g) as a colorless oil, which was used in the next step directly without further purification., 124391-75-9

124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; JIANG, Min; WANG, Jianhua; WANG, Min; WANG, Yongguang; YANG, Song; (319 pag.)WO2016/177655; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem