Category: Tetrahydrofurans

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

Example 85B (tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate To a solution of (tetrahydrofuran-3-yl)methanol (5.15 g, 50.4 mmol) in dichloromethane (200 mL) were added triethylamine (21.08 mL, 151 mmol) and p-toluenesulfonyl chloride (9.61 g, 50.4 mmol) and the mixture was stirred at room temperature overnight. The reaction mixture was washed with water (100 mL) and brine (100 mL). The organic layer was dried with sodium sulfate, filtered and concentrated. The crude product was purified by column chromatography using an Analogix Intelliflash280 (SiO2, 0-40% ethyl acetate in hexane) to provide the title compound (12.5 g, 97%) as colorless viscous liquid. 1H NMR (300 MHz, DMSO-D6) delta ppm 1.40-1.51 (m, 1H) 1.83-1.95 (m, 1H) 2.43 (s, 3H) 3.28-3.31 (m, 1H) 3.31-3.37 (m, 1H) 3.51-3.67 (m, 3H) 3.90-4.00 (m, 2H) 7.48-7.51 (m, 2H) 7.78-7.82 (m, 2H); MS (DCI/NH3) m/z 274 (M+NH4)+.

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

Reference£º
Patent; ABBOTT LABORATORIES; US2009/105306; (2009); A1;,
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, Step-a: Synthesis of 3-Nitro-N-(tetrahydrofuran-3-yl)benzamide Tetrahydrofuran-3-amine (0.1 g, 1.148 mmol) and 3-nitrobenzoic acid (0.192 g, 1.148 mmol) were taken in pyridine (2 ml), to the mixture EDC.HCl (0.220 g, 1.148 mmol) was added, the reaction mixture was stirred under nitrogen for 10 hrs at room temperature. The reaction mixture was diluted with cold water (15 ml), extracted with ethyl acetate (2*10 ml). Combined organic layer was washed with satd. aq. sod bicarbonate and dil HCl, the organic layer was dried over sodium sulfate and concentrated under vacuum to afford the title product (240 mg). 1HNMR (400 MHz, CDCl3): delta 8.62-8.61 (m, 1H), 8.39-8.36 (m, 1H), 8.19-8.17 (m, 1H), 7.67 (t, 1H, J=8 Hz), 6.62 (d, 1H, J=6 Hz), 4.79-4.75 (m, 1H), 4.08-4.00 (m, 1H), 3.93-3.83 (m, 3H), 2.44-2.37 (m, 1H), 2.01-1.98 (m, 1H).

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

Reference£º
Patent; Dave, Bhavesh; Banerjee, Rakesh Kumar; Phukan, Samiron; Khoje, Abhijit Datta; Hangarge, Rajkumar; Jadhav, Jitendra Sambhaji; Palle, Venkata P.; Kamboj, Rajender Kumar; US2015/133424; (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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

A suspension of magnesium bromide (2 eq/mole, 108.17 g) in acetonitrile (300 ml) is added, at 0C, with acetic anhydride (4 eq/mole, 119.95 g). The mixture is left under stirring for 15 minutes at 0C, then 3-hydroxymethyl tetrahydrofuran (30 g, 293 mmoles) is added. The mixture is kept at the reflux temperature until complete disappearance of the substrate (18 h), then is added with 300 ml of a sodium bicarbonate saturated solution and left under stirring at room temperature for 30 minutes. The mixture is extracted with ethyl acetate (3×100 ml), the organic phase is dried over anhydrous sodium sulfate, filtered and the solvent is evaporated off to a residue. The reaction conversion is quantitative. 59.02 g (yield: 75%) of a colourless oil are obtained. The gas-chromatographic and nuclear magnetic resonance analysis of the residue show the presence of a mixture consisting of 2-acetoxymethyl-4-bromo-butyl-1-acetate and its 2-bromomethyl-4-acetoxybutyl-1-acetate isomer in a yield of 90% (53.12 g) and 10% (5.902 g), respectively. This mixture can be used directly in the subsequent reaction for the alkylation of 2-aminochloropurine (IV) as no addition products due to the presence of the minor isomer are formed. (The two isomers can anyway be separated, if necessary, by fractional distillation).2-Acetoxymethyl-4-bromo-butyl-1-acetate:1H-NMR (d, ppm): 1.83 (q, 2H, CH2) 1.98 (s, 6H, 2(CH3)) 2.07-2.13 (m, 1H, CH) 3.45 (t, 2H, CH2Br) 4.04 (d, 4H, 2(CH2O)).13C-NMR (d, ppm): 21.33 (CH2Br) 31.03(2(CH3)) 32.01 (CH2) 36.55 (CH) 64.00 (2(CH20)) 171.37 (2(CO)).2-Bromomethyl-4-acetoxy-butyl-1-acetate:1H-NMR (d, ppm): 1.63 (m, 2H, CH2) 1.88 (s, 3H, CH3) 1.90 (s, 3H, CH3) 1.99 (m, 1H, CH) 3.37 (d, 2H, CH2Br) 4.01 (d, 2H, CH2O) 4.13 (t, 2H, CH2O).13C-NMR (d, ppm): 20.55 (CH3) 21.03 (CH3) 28.37 (CH) 34.49 (CH2Br) 36.03 (CH2) 61.25 (OCH2) 66.26 (OCH2) 170.39 (CO) 170.42 (CO).

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; RECORDATI S.A.; WO2004/7418; (2004); 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.,453-20-3

[00303] To a solution of Example 20k (500 mg, 4.90 mmol) in DCM (15mL) wereadded Et3N (980 mg, 9.80 mmol) and MsCl (670 mg, 5.88 mmol) at 0C. The mixture was stirred at 0C for 2 h. Water (50 mL) was added into the mixture, which was extracted with DCM (15mL*3). The combined organic layerwas concentrated under reduced pressure to afford the crude product Example 201 (950 mg, crude yield 100%) as yellow oil, which was used in the next step without further purification.

The synthetic route of 453-20-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (214 pag.)WO2019/51265; (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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

Production Example 255 (0576) 5-(2-Fluorobenzyloxymethyl)isoxazole-3-carboxylic acid (0.75 g, 3.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.62 g, 4.5 mmol), triethylamine (0.46 g, 4.5 mmol) and 1-hydroxybenzotriazole (0.04 g, 0.3 mmol) were added to chloroform (amylene addition product) (7.5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.69 g, 3. 6 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 0.44 g of N-(tetrahydrofuran-3-ylmethyl)-5-(2-fluorobenzyloxymethyl)i soxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (264)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.62-1.73 (1H, m), 2.05-2.14 (1H, m), 2.52-2.63 (1H, m), 3.47 (2H, t), 3.59 (1H, dd), 3.73-3.80 (1H, m), 3.83-3.95(2H, m), 4.68(2H, s), 4.69(2H, s), 6.74 (1H, s), 6.95 (1H, br s), 7.03-7.10 (1H, m), 7.13-7.19 (1H, m), 7.28-7.35 (1H, m), 7.38-7.45 (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

87392-05-0,87392-05-0, (R)-(+)-2-Tetrahydrofuroic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (2R)-tetrahydrofuran-2-carboxylic acid (2 g, 17.22 mmol) in THF (20 mL) was added the BH3. SMe2 (2.58 mL, 25.84 mmol) at 0C, then the mixture was stirred at 20 C for 16 hours to give the colorless solution.. 2N NaOH (10 mL) was added to the mixture slowly at 0 C. Then the mixture was extracted with EtOAc (20 mL x 2). The combined organic phase was washed with brine (10 mL), dried over Na2SC>4, filtered and concentrated to give the crude product (450.00 mg, 4.41 mmol, 26% yield) as colorless oil. *H NMR (CDC13, 400MHz) deltaH = 4.07 – 3.97 (m, 1H), 3.94 – 3.85 (m, 1H), 3.84 – 3.76 (m, 1H), 3.72-3.63 (m, 1H), 3.55 – 3.46 (m, 1H), 2.02 – 1.87 (m, 4H), 1.72 – 1.65 (m, 1H).

The synthetic route of 87392-05-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

165253-29-2, 3-(Bromomethyl)tetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 DMPU (225ml), FeCl3(0.75g) and CuCl (0.3g) are added to 3-bromomethyltetrahydrofuran (24.75g, 0.138mol), and then Et2Zn (106.8ml) is slowly dropped at 40~45 ¡ãC for 45 minutes to obtain a zinc-reagent. THF (810 ml) and PdCl2(dppf) (5.09g) are added to 4-chloro-2-(4-chlorophenyl)-thieno[2,3-d] pyridazinyl-7-ethyl formate (30g), and then the zinc-reagent is dropped to the THF solution at 45¡ãC for 4 h. The reaction mixture is poured into a saturated brine, filtrated after stirring for 15 minutes and placed for layer separation.The aqueous phase is extracted with THF (500 ml, 2 times). The organic phase is combined together, washed with a saturated brine (500ml, 3 times) and dried with anhydrous Na2SO4, and evaporated under reduced pressure to remove solvent to obtain 4-(3-tetrahydropyranmethyl)-2-(4-chlorophenyl)-thieno [2,3-d] pyridazinyl -7-ethyl formate (25 g). MS (ESI): 403(M+1), 165253-29-2

As the paragraph descriping shows that 165253-29-2 is playing an increasingly important role.

Reference£º
Patent; Zhejiang Medicine Co., Ltd. Xinchang Pharmaceutical Factory; EP2241569; (2010); 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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

Production Example 244 (0565) Tetrahydrofuran-3-ylmethylamine hydrochloride (1.00 g, 7.26 mmol) and a 1 mol/L aqueous sodium hydroxide solution (16 mL) were simultaneously added at room temperature to the ethyl acetate solution (30 mL) of 5-[(2-naphthylmethy)thiomethyl]isoxazole-3-carboxylic acid chloride (< 3.67 mmol) obtained in Reference Production Example 197. After vigorously stirring the mixture at room temperature for 1 hour, a 1 mol/L aqueous sodium hydroxide solution was added to the mixture. The fractionated organic layer was sequentially washed with water and saturated saline water, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure.. The residue was applied to a silica gel column chromatography to obtain 480 mg of N-(tetrahydrofuran-3-ylmethyl)-5-[(2-naphthylmethyl)thiomet hyl]isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (253)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.63-1.75 (1H, m), 2.04-2.15 (1H, m), 2.52-2.62 (1H, m), 3.42-3.50(2H, m), 3.57-3.67(3H, m), 3.73-3.98 (5H, m), 6.59(1H, s), 6.89(1H, br s), 7.45-7.56(3H, m), 7.69 (1H, s), 7.79-7.88(3H, 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
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, Example 31: l-(5,6-dichloro-l-isopropyl-lH-benzo[d]imidazol-2-yl)-iV-(tetrahydrofuran-3- yl)piperidine-4-carboxamide(a) Preparation of the intermediary compound l-(5,6-dichloro-lH-benzo[d]imidazol-2-yl)-N- (tetrahydrofuran-3-yl)piperidine-4-carboxamide To a solution of l-(5,6-dichloro-lH-benzoimidazol-2-yl)-piperidine-4-carboxylic acid (0.3 g, 0.95 mmol) in N,Lambda/-dimethylformamide (5 niL) was added 2-(7-aza-lH-benzotriazole-l-yl)- 1,1,3,3-tetramethyluronium hexafluorophosphate (EtaATU, 0.544 g, 1.4 mmol) followed by N,N- diisopropylethylamine (Etaunig’s base, DIEA, 0.33 mL, 1.9 mmol) and tetrahydrofuran-3 -amine (0.1 g, 1.1 mmol). The reaction mixture was stirred at room temperature for 5 hours,concentrated in vacuo and extracted with ethyl acetate (2 x50 mL). The combined organic phases were dried over anhydrous sodium sulphate and subjected to column chromatography(chloroform/methanol 95:5) to give 0.135 g (37 percent yield) of l-(5,6-dichloro-lH- benzo[d]imidazol-2-yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide. LC-MS (m/z) 383.2 (M+l).

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

Reference£º
Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; STENBERG, Patric; WESTMAN, Jacob; WALLBERG, Hans; WO2011/23812; (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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

1-benzyl-1 H-1,2,3-triazole-4-carboxylic acid (0.96 g, 4.7 mmol) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.71 g, 5.2 mmol), Triethylamine (1.01 g, 10 mmol) And 1-hydroxybenzotriazole (0.08 g, 0.52 mmol) Was added to chloroform (amylene addition product) (30 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (1.00 g, 4.2 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate and it was 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, 1-benzyl-1H-1,2,3-triazole-4-carboxamide represented by the following formula (hereinafter referred to as present amide compound (9)) 0.86 g was obtained., 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