Day: November 16, 2020

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

184950-35-4, Production Example 232 (0552) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.13 g, 0.95 mmol) and triethylamine (0.10 g, 0.95 mmol) were added to chloroform (amylene addition product) (5 mL). 5-(5-Phenyl-2-thienylmethoxymethyl)isoxazole-3-carboxylic acid (0.25 g, 0.79 mmol), 1-hydroxybenzotriazole (0.01 g, 0.08 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.18 g, 0.95 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, dried over anhydrous magnesium 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-(5-phenyl-2-thienylmethoxy methyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (241)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.63-1.72(1H, m), 2.04-2.13(1H, m), 2.52-2.62(1H, m), 3.45-3.48(2H, m), 3.57-3.61(1H, m), 3.74-3.79(1H, m), 3.84-3.94(2H, m), 4.68(2H, s), 4.76 (2H, s), 6.74(1H, s), 6.94(1H, br), 6.01(1H, d), 7.19(1H, d), 7.28-7.31(1H, m), 7.36-7.40(2H, m), 7.56-7.60(2H, m)

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

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

184950-35-4, 5- (3,5-dimethylbenzyloxymethyl) isoxazole-3-carboxylic acid (1 .06 g, 4.1 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0. 84 g, 6.1 mmol), Triethylamine (0.85 mL, 6.1 mmol) And 1 – hydroxybenzotriazole (0.05 g, 0.4 mmol) Was added to chloroform (amylen added product) (10 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.93 g, 4.9 mmol) was added at room temperature, After stirring overnight , And concentrated under reduced pressure. Dilute hydrochloric acid was added to the residue, And extracted three times with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution, 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- (3,5-dimethylbenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as the amide compound (2 71)) 0.31 g was obtained.

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; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); 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.696-59-3,2,5-Dimethoxytetrahydrofuran,as a common compound, the synthetic route is as follows.,696-59-3

General procedure: To a solution of amine (1 mmol) in water (2 ml) was added tetrahydro-2,5-dimethoxyfuran (1.1 mmol) and gamma-Fe2O3(at)SiO2-Sb-IL (0.08 g). The reaction mixture was stirred at 100 C for a certain period of time as required to complete the reaction. During that time, the reaction was monitored constantly by TLC. After completion of the reaction, the catalyst was removed by using a magnet and washed with ethyl acetate. The aqueous solution was extracted by ethyl acetate (3 ¡Á 5 ml). The combined organic phase was dehydrated with anhydrous sodium sulfate. After the evaporation of the solvent, the residue was purified by silica gel flash chromatography using petroleum ether/ethyl acetate as the eluent to afford the pure product.

The synthetic route of 696-59-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ma, Fei-Ping; Li, Pei-He; Li, Bao-Le; Mo, Li-Ping; Liu, Ning; Kang, Hui-Jun; Liu, Ya-Nan; Zhang, Zhan-Hui; Applied Catalysis A: General; vol. 457; (2013); p. 34 – 41;,
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.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.

88675-24-5, To a solution of phenyl {4-[(3-cyano-1 -{[2-(trimethylsilyl)ethoxy]methyl}-1 H-pyrrolo[2,3- b]pyridin-4-yl)oxy]-3,5-difluorophenyl}carbamate (intermediate 187; 333 mg, 621 muetaetaomicronIota) in DMF (3.0 mL) was added (+/-)-tetrahydrofuran-3-amine (1 .20 eq, 64.9 mg, 745 mumol) and this mixture was stirred at 70 ¡ãC for 20 hours. The reaction mixture was diluted with ethyl acetate and washed with water. The organic phase was separated, dried and concentrated in vacuo. The crude product (329 mg) was used in the next step without any further purification. LC-MS (method 2): Rt = 1 .33 min; MS (ESIpos): m/z = 530 [M+H]+.

As the paragraph descriping shows that 88675-24-5 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM HEIDELBERG; BAYER AKTIENGESELLSCHAFT; BUCHMANN, Bernd; SCHMEES, Norbert; MOWAT, Jeffrey Stuart; LEDER, Gabriele; PANKNIN, Olaf; CARRETERO, Rafael; AIGUABELLA FONT, Nuria; BRIEM, Hans; FRIBERG, Anders Roland; HUSEMANN, Manfred; BOeMER, Ulf; STOeCKIGT, Detlef; NEUHAUS, Roland; BERNDT, Sandra; PETERSEN, Kirstin; OFFRINGA, Rienk; (494 pag.)WO2018/228920; (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.4100-80-5,3-Methyldihydrofuran-2,5-dione,as a common compound, the synthetic route is as follows.

5,6-dimethoxybenzo[d]thiazole (l.58g, 8.09mmol) was added to a sealed tube and back evacuated with N2 (2x). THF (40mL) was added, and the reaction mixture was cooled to -78C. rt-BuLi (1.5M in Hex, 5.6mL, 8.9mmol) was added, and the reaction mixture was stirred at -78C for 30 min. 3-methyldihydrofuran-2,5-dione (l.02g, 8.90mmol) was added, and the reaction mixture was allowed to warm to RT over a period of 4 hours. HC1 (1N) was added until the aqueous layer was pH ~ 4. The aqueous layer was then extracted with EtOAc (3x). The organic layers were combined, dried over MgS04, filtered, and concentrated under reduced pressure. The residue was purified by reverse phase chromatography (eluting ACN/H20 with 0.05% TFA). The fractions containing all product isomers were combined, diluted with H20, and extracted with EtOAc (3x). The organics were combined, dried over MgS04, filtered, and concentrated under reduced pressure. The racemic mixture was resolved by Chiral-SFC (CHIRACEL OJ-H (250mmx2lmm), 25% MeOH in C02) to afford four peaks. Concentration of the third eluting peak afforded 4-(5,6-dimethoxy-l,3-benzothiazol-2-yl)-2-methyl-4- oxobutanoic acid. LCMS (CI4HI6N05S) (ES, m/z): 310 [M+H]+. 1H NMR (500MHz, MeOD- d4) d 7.65 (s, 1H), 7.59 (s, 1H), 3.96 (s, 3H), 3.97 (s, 3H), 3.69 (dd, =l8Hz, 8.8Hz, 1H), 3.28 (dd, =l8Hz, 5.5Hz, 1H), 3.15-3.08 (m, 1H), 1.33 (d, =7.3Hz, 3H).

4100-80-5, As the paragraph descriping shows that 4100-80-5 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ALTMAN, Michael, D.; CASH, Brandon, D.; CUMMING, Jared, N.; DEMONG, Duane, E.; HAIDLE, Andrew, M.; JEWELL, James, P.; LARSEN, Matthew, A.; LU, Min; OTTE, Ryan, D.; TAOKA, Brandon, M.; TROTTER, Benjamin Wesley; TRUONG, Quang, T.; (97 pag.)WO2019/195063; (2019); 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.5061-21-2,2-Bromo-4-butanolide,as a common compound, the synthetic route is as follows.

Starting with a solution of the appropriate amine (2.5 equiv) in dry MeCN or DCM, anhydrous K2CO3 (1 or 2 equiv) and tetrabutylammonium bromide (TBAB, 0.1 equiv) were added and the reaction mixture was stirred at room temp for 30 min. Subsequently, the reaction mixture was cooled down to 0 C and a solution of 3-bromo-dihydrofuran-2(3H)-one (2.5 equiv) in dry solvent (MeCN or DCM) was added. Stirring was continued at 0 C for 1 h and then at room temp for 3-50 h. The resultant mixture was filtered and the solvent evaporated. The oily residue was dissolved in solution of EtOH or MeOH with Et2O and acidified to pH 2-3 with saturated HCl solution in EtOH. After 2-7 days of at 5 C a hydrochloride salt precipitated. The salt was then purified by recrystallization from the appropriate solvent (EtOH or MeOH)., 5061-21-2

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

Reference£º
Article; Wieckowski, Krzysztof; Bytnar, Justyna; Bajda, Marek; Malawska, Barbara; Salat, Kinga; Filipek, Barbara; Stables, James P.; Bioorganic and medicinal chemistry; vol. 20; 21; (2012); p. 6533 – 6544,12;; ; Article; Wi?ckowski, Krzysztof; Sa?at, Kinga; Bytnar, Justyna; Bajda, Marek; Filipek, Barbara; Stables, James P.; Malawska, Barbara; Bioorganic and Medicinal Chemistry; vol. 20; 21; (2012); p. 6533 – 6544;,
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.

5- (2-phenylethyl) isoxazole-3-carboxylic acid (0.43 g, 2.0 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.33 g, 2.4 mmol), Triethylamine (0.24 g, 2.4 mmol) And 1-hydroxybenzotriazole (0.03 g, 0.24 mmol) were dissolved in chloroform (amylene addition product) (5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.46 g, 2.4 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, Represented by the following equation N- (tetrahydrofuran-3-ylmethyl) -5- (2-phenylethyl) isoxazole-3-carboxamide (Hereinafter referred to as “present amide compound (24)”) 0.15 g., 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; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
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

(E/Z)-2-Nonenoic acid (547 mg, 3.50 mmol), triethylamine (708 mg, 7.00 mmol) and tetrahydrofuran-3-ylmethylamine hydrochloride (963mg, 7.00 mmol) were added to tetrahydrofuran (15 mL). To the mixture solution was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.33 g, 7.00 mmol) at room temperature, then the mixture was stirred at room temperature for 4 hours. Thereafter, water was added to the reaction mixture, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with a saturated salt solution, and dried over anhydrous sodium sulfate, then filtered, and the filtrate was concentrated under reduced pressure. The residue was applied to a silica gel column chromatography, to obtain 0.48 g of (E)-N-(tetrahydrofuran-3-ylmethyl)-2-nonenamide (hereinafter, described as Compound (2) of the present invention) represented by the following formula.1H-NMR (CDCl3, TMS) delta (ppm) : 0.88 (t, 3H), 1.24-1.35 (m, 6H), 1.39-1.48 (m, 2H), 1.59-1.68 (m, 1H), 2.00-2.09 (m, 1H), 2.17 (dq, 2H), 2.48-2.56 (m, 1H), 3.30-3.38 (m, 2H), 3.55 (dd, 1H), 3.74 (dd, 1H), 3.81 (dd, 1H), 3.89 (td, 1H), 5.63 (br s, 1H), 5.75 (dt, 1H), 6.84 (dt, 1H), 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; IHARA, Hideki; AWANO, Tomotsugu; OHSHITA, Jun; MATSUO, Noritada; EP2813493; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

52079-23-9, (S)-(-)-alpha-Hydroxy-gamma-butyrolactone is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,52079-23-9

To a suspension of NaH (60% in mineral oil, 552 mg, 12.0 mmol) in THF (5 mL) was added a solution of (S)-3-hydroxydihydrofuran-2(3H)-one (46a, 1.02 g, 10.0 mmol) in TetaF (5 mL) slowly drop wise at 0 0C under N2 atmosphere. The reaction mixture was stirred for 30 minutes and dimethylsulphate (1.4 mL, 15.0 mmol) was added. The reaction mixture was stirred at r.t. overnight and the TLC shows completion of the reaction. Cold water (25 mL) was added to the reaction mixture and extracted with ethyl acetate. Organic layer washed with brine, dried over anhydrous Na2SO4 and filtered. Concentrated to provide (S)-3-hydroxydihydrofuran-2(3H)- one (46a) as yellow oil, which was dissolved in MeOH. Catalytic amount of K2CO3 (50 mg) was added at 0 0C and the reaction mixture stirred for Ih. TLC shows completion of the reaction. Cold water (25 mL) was added to the reaction mixture and extracted with ethyl acetate. Organic layer washed with brine, dried over anhydrous Na2SO4 and filtered. Concentrated to provide (S)- methyl 4-hydroxy-2-methoxybutanoate (46b, 1.5g, 99%) as yellow oil. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 2.07 – 2.28 (m, 1 H) 2.36 – 2.58 (m, 1 H) 3.36 (s, 3 H) 3.49 (s, 3 H) 3.85 – 4.07 (m, 1 H) 4.29 – 4.42 (m, 2 H).

52079-23-9 (S)-(-)-alpha-Hydroxy-gamma-butyrolactone 357853, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/97578; (2009); 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

PREPARATION 9 3-(Bromomethyl)tetrahydrofuran A solution of triphenylphosphine (7.34 g) in dichloromethane (65 ml) was added to a solution of 3-(hydroxymethyl)tetrahydrofuran (1.93 ml) and carbon tetrabromide (7.95 g) in dichloromethane (55 ml) at 0¡ã C. The solution was warmed to room temperature and the reaction mixture was stirred for 3.5 hours after which time the solvent was removed under reduced pressure. The residue was chromatographed on silica gel eluding with a solvent gradient of 15:1 changing to 10:1, by volume, hexane:ethyl acetate to afford 3-(bromomethyl)tetrahydrofuran (2.49 g) as a colourless oil. 1H-NMR (CDCl3) delta: 3.85 (2H, m), 3.75 (1H, q), 3.58 (1H, m), 3.40 (2H, q), 2.65 (1H, m), 2.10 (1H, m), 1.65 (1H, m)., 124391-75-9

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

Reference£º
Patent; Pfizer Inc.; US6610707; (2003); B1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem