Category: Tetrahydrofurans

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

To a solution of 3-hydroxytetrahydrofuran (200 mg, 1.55 mmol) in DCM (5 mL) was added Ms20 (539 mg, 3.10 mmol) and pyridine (367 mg, 4.65 mmol) at-10 C. After stirred at room temperature overnight, the reaction mixture was diluted with DCM (10 mL), washed with saturated NaHCO3, dried over anhydrous Na2504, and evaporated to dryness under reduced pressure to afford tetrahydrofuran-3-yl methanesulfonate 35 in 89% yield (285 mg).

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

Reference£º
Patent; CAPELLA THERAPEUTICS, INC.; LONG, Yun; (228 pag.)WO2017/53537; (2017); 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.453-20-3,3-Hydroxytetrahydrofuran,as a common compound, the synthetic route is as follows.

To a solution of tetrahydrofuran-3-ol (500 mg, 5.68 mmcl) and Et3N (860 mg, 8.52 mmcl) inCH2CI2 (10 mL) at 0 C was added MsCI (842 mg, 7.39 mmol) dropwise. The reaction wasstirred at room temperature for 4 hours. The reaction mixture was diluted with CH2CI2 (150mL), washed with sat. NaHCO3 (50 mL), dried over Na2SO4 and concentrated to give the title compound (700 mg, 74%) as yellow oil.1H NMR (300 MHz, CDCI3): oe 5.36-5.31 (m, IH), 4.06-3.86 (m, 4H), 3.06 (s, 3H), 2.29-2.22 (m, 2H).

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

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DING, Xiao; REN, Feng; SANG, Yingxia; XING, Weiqiang; ZHAN, Yang; ZHAO, Baowei; (357 pag.)WO2018/137593; (2018); 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.219823-47-9,(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

A 10-necked flask was charged with 10 (54.90 g, 100 mmol) and acetonitrile (275 mL)Add potassium carbonate(27.64 g, 200 mmol) and(3R) -tetrahydrofuran-3-p-toluenesulfonate(29.07 g, 120 mmol),Room temperature reaction overnight. The reaction was terminated by removing part of the acetonitrile, adding water (275 mL) andEthyl acetate (275 mL) and the aqueous phase was extracted again with ethyl acetate (137 mL)Combined with organic saturated brine washed twice (137mL), dried over sodium sulfate,After concentration, the crude key intermediate compound 11 (53.86 g, 87%) was re-crystallized with petroleum ether ethyl acetate.

219823-47-9, 219823-47-9 (R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate 13837325, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Zheng Xuchun; Zhang Yiping; Wu Yihua; (18 pag.)CN107163092; (2017); A;,
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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

To a mixture of 25 g of ( tetrahydrofuran-3-yl ) methanol of the following formula:and 125 ml of pyridine, 56 g of p-toluenesulfonyl chloride was added under nitrogen atmosphere and under ice-cooling, and stirred for 4 hours under ice-cooling. To the reaction mixture, water was added and extracted with tert-butyl methyl ether 2 times. The organic layer was washed with 1 mol/1 of hydrochloric acid and brine successively. The organic layer was dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to obtain 58 g of a crude product of p- toluenesulfonic acid tetrahydrofuran-3-ylmethyl ester of the following formula.The crude product was used for Reference Production Example 2 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; SUMITOMO CHEMICAL COMPANY, LIMITED; MATSUO, Noritada; OHSHITA, Jun; WO2012/133861; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

4100-80-5, 3-Methyldihydrofuran-2,5-dione is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(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.

4100-80-5, The synthetic route of 4100-80-5 has been constantly updated, and we look forward to future research findings.

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

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

To a stirred solution of (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-N-(1-(5-(4- fluorophenyl)-1H-imidazol-2-yl)cyclobutyl)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-3aH-cyclopenta[a]chrysene-3a-carboxamide (Step 2, Example 15, 0.15 g, 0.22 mmol) and 2,2-dimethyl succinic anhydride (0.11 g, 0.89 mmol) in toluene (5 ml), was added DMAP (0.055 g, 0.44 mmol). The reaction mixture was heated at 90C for about 12 hours. After completion of the reaction (monitored by TLC), the reaction mixture was concentrated under reduced pressure, cooled to 0C, acidified to pH=6 with 1N HCl and extracted with DCM. The combined organic extracts were washed with water, brine, dried over Na2SO4 then the solvent was evaporated under reduced pressure and the resulting solid was recrystallized from ACN to give the title compound (0.08 g, yield: 45%). 1H MR (300 MHz, DMSO-D6): delta 12.15 (s, 1H), 11.47 (s, 1H), 8.14 (s, 1H), 7.76 (dd, J = 6.0 Hz, 8.7 Hz, 2H), 7.41 (s, 1H), 7.13 (dd, J = 8.7 Hz, 8.7 Hz, 2H), 4.60 (s, 1H), 4.50 (s, 1H), 4.37-4.31 (m, 1H), 2.94-2.91 (m, 1H), 2.65-2.32 (m, 8H), 1.99-1.01 (m, 29H), 0.90-0.68 (m, 19H); ES Mass: 798.5 [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; HETERO RESEARCH FOUNDATION; BANDI, Parthasaradhi Reddy; KURA, Rathnakar Reddy; GAZULA LEVI, David Krupadanam; ADULLA, Panduranga Reddy; NEELA, Sudhakar; MOGILI, Narsingam; (87 pag.)WO2017/21922; (2017); 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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

To thoroughly dried ground 4A molecular sieves (5 g) was added ANHYDROUS CH2CI2 (20 ML) and 4-METHYLMORPHOLINE-N-OXIDE MO) (1. 76. G, 15 MMOL). The mixture was stirred at 0 C for 15 min, then tetrahydro-3-furanmethanol (0. 96 ML, 10 mmol) and tetrapropylammonium PEIRUTHENATE (TPAP) (0.17 g, 0.5 mmol) were added and the mixture stirred for 90 min. The solvent volume was reduced and the entire reaction content was passed through a short silica gel column with ET20 lutant to yield TETRAHYDRO-FURAN-3-CARBALDEHYDE (approx 50 % yield, together with A DIMERIC product). Wittig reaction of the crude aldehyde with (cyanomethyl) triphenylphosphonium chloride as DESCIBED for 3-furan-3-yl-propylamine gave 3-(tetrahydro-furan-3-yl)-acrylonitrile (3.3 mmol) as a 2: 1 mixture (1H NMR) of the E/Z isomers after column chromatography (10 % Et2O/CH2Cl2 elutant). Hydrogenation of 3- (TETRAHYDRO-FURAN-3-YL)-ACRYLONITRILE in the presence of Raney Ni as detailed for 3-furan-3-yl) -propylamine gave the title amine (33 % yield). ESI-MS (M/Z) 130 [M+H]+., 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; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2004/63192; (2004); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

124391-75-9, (S)-(Tetrahydrofuran-3-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of (3,3-difluorocyclobutyl)methanol (4.0 g, 32.8 mmol) in dichloromethane (109 ml) at room temperature was added Dess-Martin Periodinane (16.7 g, 39.3 mmol). After 2 h, the reaction was diluted with two volumes of ether and treated with sodiumthiosulfate (32 g) in water (160 mL). After stirring at room temperature for 10 min, the layers were separated. The ethereal was washed with saturated sodium bicarbonate (2X), dried over magnesium sulfate, and filtered. The resulting solution was concentrated via distillation of the solvent through a short path distillation apparatus. The distillation was discontinued when 6.56 g remained in the boiling flask. Integration of the 1H NMR showed product as a 28.4 wt% solution in diethyl ether (1.86 g, 47% yield). The material was directly used without further concentration, 124391-75-9

As the paragraph descriping shows that 124391-75-9 is playing an increasingly important role.

Reference£º
Article; Degnan, Andrew P.; Maxwell, Darrell; Balakrishnan, Anand; Brown, Jeffrey M.; Easton, Amy; Gulianello, Michael; Hanumegowda, Umesh; Hill-Drzewi, Melissa; Miller, Regina; Santone, Kenneth S.; Senapati, Arun; Shields, Eric E.; Sivarao, Digavalli V.; Westphal, Ryan; Whiterock, Valerie J.; Zhuo, Xiaoliang; Bronson, Joanne J.; Macor, John E.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 24; (2016); p. 5871 – 5876;,
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.17347-61-4,2,2-Dimethylsuccinicanhydride,as a common compound, the synthetic route is as follows.

A stirring solution of compound 16-2 (121 mg, 0.207 mmol), DMAP (30 mg, 0.248 mmol) and 2,2-dimethylsuccinic anhydride (80 mg, 0.620 mmol) in dry pyridine (2 mL) is heated for 6 hours at 120¡ãC. Another 80 mg (0.62 mmol) of anhydride is added and heating is continued overnight. The mixture is concentrated to dryness and the residue is diluted in ethyl acetate, washed twice with HCl 1 N, water and brine, dried over sodium sulfate and concentrated to dryness. The residue is purified by flash chromatography on silica gel (ethyl acetate/hexanes 20percent to 60percent) to give the title compound 1 1-3 as a glass (127 mg, 86percent).1H NMR (400 MHz, CDCl3): delta [ppm] 4.70 (d, 1 H), 4.60 (s, 1 H), 4.46 (m, 2H), 3.75 (s, 3H), 2.80 (m, 1 H), 2.63 (m, 1 H), 2.45 (m, 2H), 2.30 (d x d, 1 H), 2.03 (m, 1 H), 1.85 (m, 1H), 1.70-0.80 (m, 20H), 1 .67 (s, 3H), 1.26 (s, 3H), 1 .23 (s, 3H), 1.03 (s, 3H), 0.99 (s, 3H), 0.98 (s, 3H), 0.81 (s, 3H), 0.79 (s, 6H). LC/MS: m/z = 713.77 (M+H+).

17347-61-4, As the paragraph descriping shows that 17347-61-4 is playing an increasingly important role.

Reference£º
Patent; VIROCHEM PHARMA INC.; WO2009/100532; (2009); 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a 50 mL two-neck flask were added2-(7-fluoro-1-(2-fluorobenzyl)-1H-indazol-3-yl)pyrimidine-4,5,6-triamine (0.10 g, 0.27 mmol),tetrahydrofuran-2-carboxylic acid (0.035 g, 0.30 mmol) and N,N-dimethylformamide (10 mL).Then 0-(7 -azabenzotriazol-1-yl)-N,N,N’,N’-te-tramethyluronium hexafluorophosphate (0.12 g,0.32 mmol) and N,N-diisopropylethylamine (0.13 mL, 0.79 mmol) were added at 0 o C. Themixture was stirred for 6 hours under an ice-bath condition. The reaction mixture was pouredinto water (30 mL), and the resulting mixture was extracted with ethyl acetate (30 mL x 2). Thecombined organic layers were washed with water (50 mL) and saturated brine (50 mL), driedover anhydrous sodium sulfate and filtered. The filtrate was concentrated on a rotary evaporatorand the residue was purified by silica gel chromatograph (dichloromethane /methanol (v/v) =80/1, 0.5percent triethylamine) to give a white solid (0.081 g, 64.0percent). MS (ESI, pos. ion) m/z: 466.1 (M+1);1HNMR (400 MHz, DMSO-d6) 8 (ppm) 8.70 (s, 1H), 8.57 (d, J= 8.0 Hz, 1H), 7.35 (dd, J=14.0, 6.8 Hz, 1H), 7.29- 7.10 (m, 4H), 6.98 (t, J = 7.5 Hz, 1H), 6.00 (s, 4H), 5.84 (s, 2H), 4.46(dd, J = 7.9, 6.1 Hz, 1H), 3.99 (dd, J = 14.5, 7.0 Hz, 1H), 3.82 (dd, J = 13.7, 7.2 Hz, 1H), 2.22-2.03 (m, 2H), 1.98- 1.79 (m, 2H);19F NMR (376 MHz, DMSO-d6) 8 (ppm) -118.75 (d, J = 7.1 Hz), -134.30 (d, J = 7.2 Hz)., 16874-33-2

As the paragraph descriping shows that 16874-33-2 is playing an increasingly important role.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZUO, Yinglin; WANG, Xiaojun; YANG, Chuanwen; WANG, Jiancheng; CAO, Shengtian; WU, Fangyuan; ZHANG, Yingjun; GOLDMANN, Siegfried; (193 pag.)WO2018/188590; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem