Day: October 28, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.111769-27-8,(R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

l-(5,6-Dimethyl-lH-benzo[d]imidazol-2-yl)piperidine-4-carboxylic acid (1.0 g, 3.6 mmol), (R)- (+)-tetrahydrofuran-3 -amine 4-methylbenzenesulfonate (4.3 mmol), 2-(7-aza-lH-benzotriazole- l-yl)-l, l,3,3-tetramethyluronium hexafluorophosphate (HATU, 7.2 mmol), N,N- diisopropylethylamine (Hiinig’s base, DIEA, 7.2 mmol) and N,N-dimethylformamide (25 mL) was stirred at room temperature for 1 hour. After the appropriate work-up, the residue was recrystallized from dichloromethane/petroleum ether to give 0.96 g (77 % yield) of (R)-l-(5,6- dimethyl-lH-benzo[d]imidazol-2-yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide., 111769-27-8

The synthetic route of 111769-27-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; WO2012/117062; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

97-99-4,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.

Example 80A (R)-(tetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate To a solution of (R)-tetrahydrofurfuryl alcohol (Lancaster, 1.0 g, 9.8 mmol) in 5 mL of CH2Cl2 and 5 mL of pyridine was added p-toluenesulfonyl chloride (2.8 g, 14.7 mmol) in portions over 15 minutes. The mixture was stirred at ambient temperature for 3 hours and was quenched with 10 mL of saturated, aqueous NaHCO3. The layers were separated and the aqueous layer was extracted with three 5 mL portions of CH2Cl2. The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford the title compound. MS (DCI/NH3) m/z 257 (M+H)+, 274 (M+NH4)+.

The synthetic route of 97-99-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; US2008/242654; (2008); 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-fluoro-2-naphthylmethoxymethyl) isoxazole-3-carboxylic acid (0.48 g, 1.6 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.83 g, 6.0 mmol), Triethylamine (0.61 g, 6.0 mmol) And 1-hydroxybenzotriazole (0.06 g, 0.4 mmol) Was added to a mixed solvent of chloroform (ammylene added product) (4 mL) and tetrahydrofuran (4 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.92 g, 4.8 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, Wash 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-fluoro-2-naphthylmethoxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (257)) 0.06 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

219823-47-9, (R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: Preparation of (S)-4,4,5,5-tetramethyl-2-(4-(tetrahydrofuran-3-yloxy)phenyl)-1,3,2-dioxaborolane A mixture of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (5 g, 22.8 mmole), (R)-tetrahydrofuran-3-yl 4-methylbenzenesulfonate (6.6 g, 22.8 mmol) and K2CO3 (8.0 g, 58 mmole) in DMF (25 mL) was heated at 85 C. for 15 h. The reaction mixture was diluted with ethyl acetate, washed with water, dried over MgSO4, filtered, and concentrated under vacuum The residue was purified by flash chromatography (silica gel, elute: 5% ethyl acetate in hexane) to give the title compound (2.4 g, 30% yield). MS (ESI) m/z: Calc. 290.2 (M+). Found: 291.1 (M+1)., 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; Cystic Fibrosis Foundation Therapeutics, Inc.; US8334292; (2012); B1;,
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 22 (0333) 5-(3-Phenylpropyl)isoxazole-3-carboxylic acid (0.46 g, 2.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.33 g, 2.4 mmol), triethylamine (0.24 g, 2.4 mmol) and 1-hydroxybenzotriazole (0.04 g, 0.24 mmol) were added to chloroform (amylene addition product) (5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.46 g, 2.4 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 0.49 g of N-(tetrahydrofuran-3-ylmethyl)-5-(3-phenylpropyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (22)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm) :1.62-1.72 (1H, m), 2.02-2.13(3H, m), 2.52-2.62(1H, m), 2.69(2H, t), 2.80(2H, t), 3.44-3.47 (2H, m), 3.57-3.60(1H, m), 3.75-3.78(1H, m), 3.84-3.94(2H, m), 6.46(1H, s), 6.93(1H, br s), 7.18-7.22(3H, m), 7.29-7.32(2H, m)

184950-35-4, 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

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.

Example 193 : (R)-N-( 1 -Methyl- 1 H-pyrazo 1-4-yl)- 1 -((6-((tetrahydrofuran-2- yl)methoxy)pyridin-2-yl)methyl)- 1 H-pyrazo lo [3 ,4-d]pyrimidin-6-amine(R)-(Tetrahydrofuran-2-yl)methanol (22mg, 0.214mmol) was added to a solution of NaH (lOmg, 0.246mmol) in dry DMF (ImL) in a 2-necked flask under Nitrogen. Another portion of NaH (lOmg, 0.246mmol) was added to a stirring solution of l-((6-fluoropyridin-2- yl)methyl)-N-( 1 -methyl- 1 H-pyrazo 1-4-yl)- 1 H-pyrazolo [3 ,4-d]pyrimidin-6-amine (Example 170) (50mg, 0.154mmol) in DMF (1ml). This solution was added to the 2-necked flask and stirred for 16h at rt. The reaction was quenched with NH4C1 (sat. solution, ImL) and diluted with Ethyl Acetate (20mL). The organics were separated and washed with NaHC03 (sat. solution, 20mL). The aqueous phase was re-extracted with Ethyl Acetate (2 x lOmL). The combined organics were dried over Na2S04, filtered and the solvent evaporated to give a crude product that was purified by prep HPLC. (R)-N-( 1 -methyl- 1 H-pyrazo 1-4-yl)- 1 -((6- ((tetrahydrofuran-2-yl)methoxy)pyridin-2-yl)methyl)- 1 H-pyrazo lo [3 ,4-d]pyrimidin-6-amine was obtained as a white solid (24mg, 38% yield). 1H NMR (d6-Acetone) delta 8.87 (s, 1H), 8.04 (s, 1H), 7.99 (s, 1H), 7.61 (s and t, 2H), 6.70 (d, 1H), 6.64 (d, 1H), 5.54 (s, 2H), 4.07 (m, 3H), 3.82 (s, 3H), 3.75 (m, 1H), 3.61 (m, 1H), 1.84 (m, 3H), 1.54 (m, 1H); LC-MS method B, (ES+) 407.1, RT = 7.65min., 97-99-4

The synthetic route of 97-99-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CELLZOME LIMITED; RAMSDEN, Nigel; HARRISON, Richard John; OXENFORD, Sally; BELL, Kathryn; PITON, Nelly; DAGOSTIN, Claudio; BOUSSARD, Cyrille; RATCLIFFE, Andrew; WO2011/48082; (2011); 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.86087-24-3,(R)-Tetrahydrofuran-3-ol,as a common compound, the synthetic route is as follows.,86087-24-3

In an ice bath, 1,4-diazabicyclo[2.2.2]octane (2.52 g, 22.47 mmol) and p-toluenesulfonyl chloride (4.28 g, 22.45 mmol) were added to a solution of (R)-tetrahydrofuran-3-methanol (0.9 mL, 11.24 mmol) in dichloromethane (10 mL) respectively. After the addition, the reaction solution was warmed to room temperature and stirred for 1 hour. The reaction solution was diluted with dichloromethane (30 mL) and washed with water (30 mL). The organic phase was dried over anhydrous sodium sulfate and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate=30:1) to give 15-c (2.17 g, yield 80%).

The synthetic route of 86087-24-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GUANGZHOU MAXINOVEL PHARMACEUTICALS CO., LTD.; XU, Zusheng; ZHANG, Nong; WANG, Tinghan; SUN, Qingrui; WANG, Yuguang; (90 pag.)US2018/208604; (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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

Example 1; Preparation of 1-{(tetrahydro-3-furanyl)methyl}-2-nitro-3-methylguanidine(dinotefuran);A mixture comprising 10.0 g of (tetrahydro-3-furanyl)methanol, 29.5 g of trifluoromethanesulfonic anhydride, 10.0 g of pyridine and 200 ml of dichloromethane was stirred for an hour at room temperature. Water was poured into the reaction solution to separate the organic layer, which was washed with 1 N hydrochloric acid, water and a saturated saline solution, dried, and concentrated to obtain 20 g of 3-tetrahydro-furanylmethyl triflate. 3.25 g of 60percent sodium hydride were added to 12.5 g of 1,5-dimethyl-2-nitroiminohexahydro-1,3,5-triazine and 60 ml of DMF at room temperature, followed by stirring for an hour. 20.0 g of the 3-tetrahydrofuranylmethyl triflate were added thereto, and the mixture was stirred at 50¡ã C. for 2 hours. After cooling the mixture to room temperature, 50 ml of 2N hydrochloric acid were added thereto, followed by stirring at 50¡ã C. for 2 hours. The resultant mixture was neutralized with sodium bicarbonate and extracted with dichloromethane, and the extract was dried and concentrated. The residue thus obtained was purified by silica gel column chromatography (eluent: ethyl acetate/hexane=1/1) to obtain 7.8 g of 1-{(tetrahydro-3-furanyl)methyl}-2-nitro-3-methylguanidine (dinotefuran)., 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; Cottrell, Ian W.; Ahn, Albert; Dorneval, Linda; US2007/254927; (2007); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

104227-71-6, (S)-tert-Butyl (5-oxotetrahydrofuran-3-yl)carbamate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: At -10 C,Diisopropylamine (436 mg, 4.3 mmol) and n-butyllithium (2.5 M, 1.7 mL,A solution of 4.3 mmol) in tetrahydrofuran (1 mL) was stirred for 10 minutes and then the reaction was cooled to -70 C. A solution of (S)-(5-oxotetrahydrofuran-3-yl)carbamic acid tert-butyl ester (289 mg, 1.4 mmol) in tetrahydrofuran (1 mL) was slowly added dropwise to the above reaction system, and the obtained mixture was stirred for 30 minutes. A white solid is formed. Then, a solution of the compound Ia-5 (280 mg, 0.72 mmol) in tetrahydrofuran (1 mL) was slowly added dropwise to the above reaction system. The resulting mixture was stirred at -40 C for 30 minutes. The reaction system was quenched with saturated aqueous sodium hydrogen sulfate and extracted with EtOAc. Separating organic phase, there isThe machine phase is dried over anhydrous sodium sulfate, filtered and concentrated.Rapid column chromatography (petroleum ether/ethyl acetate = 4/1)Purification afforded compound 4-6 (370 mg, yield: 87%) as a colourless oil.

104227-71-6, The synthetic route of 104227-71-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shanghai Dinuo Pharmaceutical Technology Co., Ltd.; Gao Daxin; Chen Shoujun; Liu Fengtao; (47 pag.)CN108148022; (2018); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

88675-24-5, Tetrahydrofuran-3-amine is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,88675-24-5

Example 26 1-(6-{[1-(5-ethylpyrimidin-2-yl)piperidin-4-yl]oxy}pyrimidin-4-yl)-N-(tetrahydrofuran-3-yl)-2,3-dihydro-1H-indole-5-carboxamide; [Show Image] To a mixture of 1-(6-{[1-(5-ethylpyrimidin-2-yl)piperidin-4-yl]oxy}pyrimidin-4-yl)-2,3-dihydro-1H-indole-5-carboxylic acid (150 mg) obtained in the below-mentioned Example 75, 3-aminotetrahydrofuran (42.9 muL), and N,N-dimethylformamide (10 mL) were added O-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (192 mg) and N-ethyldiisopropylamine (87.8 muL), and the mixture was stirred at room temperature for 1 day. Water was added to the reaction mixture, and the mixture was extracted with a mixed solution of ethyl acetate and tetrahydrofuran. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was washed with 50percent ethyl acetate/hexane to give the title compound (150 mg,87percent) as a white solid. 1H-NMR (300 MHz, CDCl3)delta:1.20 (t, J=7.6 Hz, 3 H), 1.72 – 2.00 (m, 3 H), 2.04 – 2.16 (m, 2 H), 2.29 – 2.43 (m, 1 H), 2.47 (q, J=7.6 Hz, 2 H), 3.27 (t, J=8.5 Hz, 2 H), 3.50 – 3.64 (m, 2 H), 3.76 – 3.96 (m, 3 H), 3.97 – 4.07 (m, 3 H), 4.23 – 4.35 (m, 2 H), 4.67 – 4.80 (m, 1 H), 5.34 – 5.46 (m, 1 H), 5.97 (s, 1 H), 6.19 (d, J=7.2 Hz, 1 H), 7.58 (dd, J=8.5, 1.5 Hz, 1 H), 7.65 (d, J=1.5 Hz, 1 H), 8.19 (s, 2 H), 8.41 (d, J=8.5 Hz, 1 H), 8.51 (s, 1 H).

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

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP2399914; (2011); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem