Tag: M.W:100-200

10374-51-3, 5-(Hydroxymethyl)dihydrofuran-2(3H)-one is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

10374-51-3, (3) at room temperature,To a 500 mL four-necked flask was added 15 g of compound 3,14.4 g of TEA and 150 mL of DCM.Nitrogen replacement three times, nitrogen protection,Cooling to -30 ,16.3 g of methanesulfonyl chloride (MsCl) was slowly added to the system,Warming significantly, temperature control -40 drop.After 10 min, the drop was completed and the incubation reaction was carried out for 10 min.After returning to room temperature reaction.To the system by adding 200mL of water quenching, the system directly liquid,The aqueous phase was extracted with DCM (50 mL * 3), the organic phases were combined, dried,The water was concentrated to give a total of 27.5 g of a brown oily liquid (Compound 4).

10374-51-3 5-(Hydroxymethyl)dihydrofuran-2(3H)-one 98431, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Si Fenke Si Pharmaceutical Research And Development (Tianjin) Co., Ltd.; Yao Qingjia; Wu Simin; Xu Yangjun; (6 pag.)CN106748972; (2017); A;,
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, General procedure: To a stirred mixture of thiols 12a-12k (100 mmol) and K2CO3(27.64 g, 200 mmol) in DMF (120 mL) at room temperaturewas added alpha-bromobutyrolactone (10, 14.85 g, 90 mmol), andthe resulting mixture was stirred at room temperature until thecompletion of reaction as indicated by TLC analysis (typicallywithin 12 h).The reaction mixture was poured into ice-water (400 mL),and the mixture thus obtained was extracted with CH2Cl2 (3 ¡Á100 mL). The combined extracts were washed successively with10% aqueous Na2CO3 (2 ¡Á 100 mL) and 5% brine (3 ¡Á 100 mL),dried over anhydrous Na2SO4 and evaporated on a rotary evaporator to aord a residue, which was purifed by columnchromatography to yield 13a-13k after trituration withEtOAc/n-hexane if the product was a solid.

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

Reference£º
Article; Zhang, Xiansheng; Wu, Jingwei; Liu, Yuqiang; Xie, Yafei; Liu, Changying; Wang, Jianwu; Zhao, Guilong; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 192; 7; (2017); p. 799 – 811;,
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.57595-23-0,Methyl 4-oxotetrahydrofuran-3-carboxylate,as a common compound, the synthetic route is as follows.

57595-23-0, To a solution of DIEA (860 mI_, 4.99 mmol) in dry DCM (20 ml_) cooled to -78C under Argon was added a solution of methyl 4-oxotetrahydrofuran-3- carboxylate (628 mg, 4.63 mmol in 20 ml_ DCM) dropwise. The reaction mixture was stirred -78C for 30 minutes post addition and then treated dropwise with neat trifluoromethanesulfonic anhydride (820 mI_, 4.98 mmol). After stirring the reaction mixture for 2 h 0C, the reaction mixture was quenched by the cautious addition of cold water (11 ml_). The reaction mixture was warmed to ambient temperature and diluted with water and diethyl ether. The aqueous layer was extracted with diethyl ether and the combined organic layers washed with sat. NaHCC>3 and brine, then dried over MgS04. The resulting residue was concentrated in vacuo followed by flash chromatography (Si02, 0-50% DCM/heptane) to yield a pale yellow oil.

The synthetic route of 57595-23-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; LANTER, James C.; WALL, Mark; SUI, Zhihua; (0 pag.)WO2019/171278; (2019); A1;,
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16874-34-3, Ethyl tetrahydrofuran-2-carboxylate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A flask was charged with 13.6 g of magnesium and 300 ml of tetrahydrofuran, to which 60.3 g of 1,4-dibromobutane was added dropwise at 50 C. After the completion of dropwise addition, the solution was stirred at 60 C. for one hour.To the solution below 40 C., 31.0 g of ethyl tetrahydrofurancarboxylate was added dropwise.The solution was stirred at room temperature for one hour, after which an aqueous solution of ammonium chloride was added for hydrolysis.Ordinary post-treatment yielded 30.2 g of 1-(2-tetrahydrofuranyl)cyclopentanol. In 80 ml of toluene were dissolved 16.8 g of 1-(2-tetrahydrofuranyl)cyclopentanol, 13.1 g of triethylamine, and 0.5 g of 4-(N,N-dimethylamino)pyridine. Then 10.7 g of acrylic chloride was added to the solution at 50 C., which was stirred at the temperature for one hour. Water, 50 ml, was added to the solution below 30 C., followed by ordinary post-treatment. Vacuum distillation yielded 18.1 g of 1-(2-tetrahydrofuranyl)cyclopentyl acrylate. The two-step yield was 80%. [0583] boiling point: 84-86 C./86 Pa [0584] IR (thin film): nu=2954, 2871, 1720, 1635, 1619, 1450, 1402, 1298, 1207, 1170, 1074, 1049, 983, 811 cm-1 [0585] 1H-NMR (300 MHz in CDCl3): delta=1.49-2.25 (12H, m), 3.70-3.92 (2H, m), 4.57 (1H, t), 5.72 (1H, dd), 6.04 (1H, dd), 6.29 (1H, dd) ppm, 16874-34-3

The synthetic route of 16874-34-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hasegawa, Koji; Kinsho, Takeshi; Watanabe, Takeru; US2004/68124; (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.138498-97-2,2-(Tetrahydrofuran-3-yl)acetic acid,as a common compound, the synthetic route is as follows.

To a stirred solution of ethyl 1 -(6-(3, 5-difluoro-2-((2-methyl-4-(piperidin-4- yl)benzyl)oxy)phenyl)pyridin-2-yl)piperidine-4-carboxylate (500 mg, 0.910 mmol) in DMF (7 mL) stirred at 0C, were added 2-(tetrahydrofuran-3-yl)acetic acid (142 mg, 1.092 mmol) and BOP-CI (347 mg, 1.365 mmol). The reaction mixture was stirred at 0C for 30 minutes and then DIPEA (0.477 mL, 2.73 mmol) was added dropwise. The reaction mixture was stirred at 25 C for 12 hours and then was partitioned between water (10 ml) and EtOAc (20 ml). The organic phase was separated and the aqueous phase was further extracted with EtOAc (2×30 ml). The combined organic phase was washed with water (2×20 ml), dried over anhydrous Na2SO4 and then concentrated under reduced pressure. The crude product was purified by column chromatography (using 100-200 mesh silica gel, initially eluted with EtOAc/Hexane 10/90 to 20/80 to removed non-polar impurities, then with EtOAc/Hexane 8/2). The pure fractions were collected and concentrated under reduced pressure to afford the title compound (400 mg, 49.8 % yield) as a gummy solid.LCMS (a): Rt = 3.01 mi M/z = 662.34 (M+H)

138498-97-2, The synthetic route of 138498-97-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BOUILLOT, Anne Marie Jeanne; DODIC, Nerina; (120 pag.)WO2016/42536; (2016); A1;,
Tetrahydrofuran – Wikipedia
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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.

Add methylsuccinic anhydride (5g, 43.8 mmole) to a stirred suspension of 1,3- difluorobenzene (25g, 219.1 mmole) and aluminum chloride (11.7g, 87.6 mmole), keeping the temperature less than 50¡ãC. Stir the reaction overnight at 50¡ãC and then for 3 days at 78¡ãC. Cool to room temperature and slowly add reaction mixture to a mixture of 3N HCI (40 mL) and ice (40g). Add methylene chloride (80 mL) and separate the organic layer, then extract the aqueous phase with additional methylene chloride (70 mL). Wash the combined organic phase twice with 1 N NaOH solution (80 mL) and then acidify the combined basic wash with 6N HCI. Extract the acidic aqueous phase twice with methylene chloride (100 mL), dry over Na2SO4 and concentrate to obtain product. ESMS 229, tR (min) = 1.57. 1H-NMRshowed a 4: 1 mixture of isomeric products.

4100-80-5, 4100-80-5 3-Methyldihydrofuran-2,5-dione 20051, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; AVENTIS PHARMACEUTICALS INC.; WO2005/111025; (2005); A1;,
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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 242 (0563) 5-[3-(3-Fluorophenyl)propyl]isoxazole-3-carboxylic acid (0.25 g, 1.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.21 g, 1.5 mmol), triethylamine (0.15 g, 1.5 mmol) and 1-hydroxybenzotriazole (0.01 g, 0.1 mmol) were added to chloroform (amylene addition product) (2.5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.23 g, 1.2 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 0.22 g of N-(tetrahydrofuran-3-ylmethyl)-5-[3-(3-fluorophenyl)propyl] isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (251)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.63-1.73(1H, m), 2.00-2.13(3H, m), 2.52-2.62(1H, m), 2.69(2H, t), 2.81(2H, t), 3.46(2H, t), 3.59(1H, dd), 3.73-3.80(1H, m), 3.83-3.95(2H, m), 6.46(1H, s), 6.85-6.98(4H, m), 7.22-7.29 (1H, m), 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

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

To alpha-methyl-gamma-butyrolactone (130 g, 1.3 mol) was added phosphoroustribromide (101 mL, 1.13 mol) and this was then heated at reflux for 8 hours. The reaction was slowly poured onto iced water (500 mL). Dichloromethane (500 mL) was added and this was stirred overnight at ambient temperature. The layers were separated, dried over magnesium sulphate, filtered, and evaporated to dryness. The resultant yellow oil was passed through a pad of silica (3:1 hexane:ethyl acetate). This gave 18 (158.5 g, 67%) as an oil., 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; Wainwright, Philip; Maddaford, Adrian; Zhang, Xiurong; Billington, Helen; Leese, David; Glen, Rebecca; Pryde, David C.; Middleton, Donald S.; Stephenson, Peter T.; Sutton, Scott; Nucleosides, nucleotides and nucleic acids; vol. 32; 9; (2013); p. 477 – 492;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.53662-85-4,Methyl tetrahydrofuran-3-carboxylate,as a common compound, the synthetic route is as follows.,53662-85-4

Example 11A methyl 3-bromotetrahydrofuran-3-carboxylate 5.0 g (38.419 mmol) of methyl tetrahydrofuran-3-carboxylate (prepared analogously to: J. Org. Chem. 1996, 2690) were dissolved in 200 ml of THF and cooled to -78 C., and then 76.83 ml of a 1M solution of lithium bis(trimethylsilyl)amide in THF were added. After 30 min at -78 C., 10.26 g (57.63 mmol) of N-bromosuccinimide suspended in 50 ml of THF were added gradually. Thereafter, the mixture was left to warm up to RT overnight. The mixture was then admixed with water and extracted with ethyl acetate. The phases were separated and the aqueous phase was extracted twice more with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium chloride solution and then dried over sodium sulfate, filtered and concentrated. The crude product was purified by means of chromatography on silica gel (eluent: dichloromethane). This gave 491 mg (6% of theory) of the target compound. 1H NMR (400 MHz, CDCl3): delta [ppm]=2.49 (ddd, 1H), 2.74 (ddd, 1H), 3.83 (s, 3H), 4.03-4.10 (m, 1H), 4.11-4.17 (m, 2H), 4.31 (d, 1H).

The synthetic route of 53662-85-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Follmann, Markus; Stasch, Johannes-Peter; Redlich, Gorden; Ackerstaff, Jens; Griebenow, Nils; Knorr, Andreas; Wunder, Frank; Li, Volkhart Min-Jian; US2013/172372; (2013); 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 141 (0461) 5-(6-Phenoxyhexyl)isoxazole-3-carboxylic acid (0.72 g, 2.5 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.42 g, 3.0 mmol), triethylamine (0.31 g, 3.0 mmol) and 1-hydroxybenzotriazole (0.04 g, 0.30 mmol) were added to chloroform (amylene addition product) (8 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.58 g, 2. 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 0.77 g of N-(tetrahydrofuran-3-ylmethyl)-5-(6-phenoxyhexyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (148)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.40-1.56(4H, m), 1.64-1.68(1H, m), 1.72-1.82(4H, m), 2.04-2.13(1H, m), 2.52-2.62(1H, m), 2.81(2H, t), 3.46(2H, dt), 3.58(1H, dd), 3.73-3.79(1H, m), 3.86(1H, dd), 3.88-3.93(1H, m), 3.95(2H, t), 6.45(1H, s), 6.87-6.95(4H, m), 7.27-7.29(2H, m)

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