Day: August 25, 2020

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.

Example 18 Step A: Preparation of 3-(4-(hydroxymethyl)phenylthio)dihydrofuran-2(3H)-one:; 3-bromo-dihydrofuran-2(3H)-one (2.35 g, 14.3 mmol) was added to a solution of (4-mercaptophenyl)methanol (2.00 g, 14.0 mmol) and triethylamine (2.4 mmol, 17 mmol). The reaction was stirred at room temperature overnight, then was diluted with CH2Cl2 and washed sequentially with saturated NH4Cl and NaCl solutions. The organics were dried over MgSO4 and concentrated under reduced pressure to provide the product as a viscous oil (2.3 g, 72%).

As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

Reference£º
Patent; ARRAY BIOPHARMA INC.; US2006/160838; (2006); 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.

5 – [(1-phenylethyl) oxymethyl] isoxazole-3-carboxylic acid (0.5Og, 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) Was added to chloroform (amylene added 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, The following equationIndicated by N- (tetrahydrofuran-3-ylmethyl) -5 – [(1-phenylethyl) oxymethyl] isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (125).) 0.51 g was obtained.

184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various.

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.10374-51-3,5-(Hydroxymethyl)dihydrofuran-2(3H)-one,as a common compound, the synthetic route is as follows.

In a reactor with a well ventilated system,8 g (0.07 mol) of beta-hydroxymethyl-gamma-butyrolactone was added to 50 mL of chloroform, and 1 g of phosphorus trichloride, The air in the reactor was replaced with nitrogen,And then slowly into the reaction solution into the chlorine, at room temperature and light conditions for 3h,The solvent was removed and purified by column chromatography3-chloro-5- (hydroxymethyl) tetrahydrofuran-2 (3H) -one.

The synthetic route of 10374-51-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Henan Normal University; Jiang Tao; Mao Longfei; Li Qing; Hao Yuwei; Wang Zhenzhen; Wu Xiaoxia; Xu Shaojie; (12 pag.)CN106632285; (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.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.

To a solution of (4S)-5-(pyridin-2-ylcarbamoyl)-2,3,4,5-tetrahydro-1,4-methanopyrido[2,3-b][1,4]diazepine-7-carboxylic acid (250 mg, 0.768 mmol) in N,N-Dimethylformamide (DMF) (5 mL) under nitrogen at room temp, HATU (584 mg, 1.537 mmol), DIPEA (0.268 mL, 1.537 mmol) and tetrahydrofuran-3-amine (100 mg, 1.153 mmol) were added and the reaction mixture was stirred at RT for 16 h. The reaction mixture was diluted with ice water and extracted with 2¡Á15 ml of ethyl acetate. The combined organic layer was washed with brine and dried over sodium sulfate and concentrated under reduced pressure to afford crude compound. The crude product was purified by flash column chromatography (100-200 silica gel eluted with 2percent of CH2Cl2/MeOH) to afford (4S)?N5-(pyridin-2-yl)-N7-(tetrahydrofuran-3-yl)-3,4-dihydro-1,4-methanopyrido[2,3-b][1,4]diazepine-5,7(2H)-dicarboxamide (140 mg, 0.353 mmol, 45.9percent yield) as off white solid. (TLC system: 10percent Methanol in DCM. Rf value: 0.35), LCMS (m/z): 395.23 [M+H]+. 1H NMR (400 MHz, DMSO-d6): delta ppm 13.01 (s, 1H), 8.30 (dd, J=4.93, 0.99 Hz, 1H), 7.98-8.17 (m, 2H), 7.93-7.77 (m, 1H), 7.74-7.60 (m, 2H), 7.13 (ddd, J=7.23, 4.93, 0.99 Hz, 1H), 5.48 (dd, J=5.70, 3.07 Hz, 1H), 4.75-4.44 (m, 1H), 4.05-3.55 (m, 4H), 3.23-2.81 (m, 4H), 2.37-2.15 (m, 2H), 2.16-2.05 (m, 1H), 2.16-1.78 (m, 1H).

The synthetic route of 88675-24-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BLUM, Charles A.; Caldwell, Richard Dana; Casaubon, Rebecca; Disch, Jeremy S.; Fox, Ryan Michael; Koppetsch, Karsten; Miller, William Henry; NG, Pui Yee; Oalmann, Christopher; Perni, Robert B.; Szczepankiewicz, Bruce G.; White, Brian; US2015/152108; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

149809-43-8, ((3R,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-[(l S2S)-l-Ethyl-2-benzyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-l- piperozinyl] phenyl]-3H-l,2,4-triazol-3-one (1 kg) was added to the Flask along with Dimethylsulfoxide (8 lit) at room temperature and stirred for 15 min. Solution of Sodium hydroxide (0.15 kg) in Water (0.3 lit) was added at same temperature and maintained for 1 hr. ((3S,5R)-5-((lH-l,2,4-triazol-l-yl)methyl)-5-(2,4- difluorophenyl)-tetrahydrofuran-3-yl)methyl-4-methylbenzene sulfonate (1.2 kg) was added and maintained for 4-5 hrs. Water (10 lit) was added to the reaction mixture and stirred for 15 min. Ethyl acetate (7.5 lit) was added and stirred for 15 min. Aqueous layer and Ethyl acetate layer were separated and aqueous layer was extracted with Ethyl acetate (3 lit). Aqueous layer and Ethyl acetate layer were separated and total aqueous layer was washed with Water (5 lit) and stirred for 15 min. Aqueous layer and Ethyl acetate layer were separated and Ethyl acetate layer was washed with brine solution. Aqueous layer and Ethyl acetate layer were separated and Ethyl acetate layer was dried over Sodium sulfate and distilled under vacuum at below 50C. The resultant crude was treated with Isopropyl alcohol (10 lit) and heated to 75-80C, maintained for material dissolved and treated with activated Carbon (0.05 kg) and maintained for 1 hr. The material was filtered through the Hyflow bed and washed with Isopropyl alcohol (1 lit). The resultant mass was cooled to room temperature, maintained for 2 hrs, filtered the solid and washed with Isopropyl alcohol (1 lit). Yield: 1.3Kg; HPLC: 98.6%.

The synthetic route of 149809-43-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; METROCHEM API PVT LTD.; NANDEPU, Venkateswara Rao; BIJJULA, Venkata krishna Reddy; BATHINA, Satyanarayana; (44 pag.)WO2019/77627; (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.22929-52-8,Dihydrofuran-3(2H)-one,as a common compound, the synthetic route is as follows.

A. Methyl magnesium iodide (3.0M in Et2 O, 20 mL) was added to a solution of tetrahydrofuran-3-one (1.6 g, 18.6 mmol) in 15 mL of Et2 O at 0¡ã C. After stirring 4 h at 0¡ã C. the mixture was quenched with sat. aq. NH4 Cl solution and extracted with Et2 O. The combined extracts were dried over MgSO4 and concentrated under reduced pressure to give the crude material. Purification by chromatography (CH2 Cl2 to 1percent MeOH/CH2 Cl2 to 2percent MeOH/CH2 Cl2) gave 3-hydroxy-3-methyltetrahydrofuran (0.290 g). 1 H NMR consistent with structure.

As the paragraph descriping shows that 22929-52-8 is playing an increasingly important role.

Reference£º
Patent; Vertex Pharmaceuticals Incorporated; US5691372; (1997); 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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

5- (1-naphthylmethoxymethyl) isoxazole-3-carboxylic acid (0.46 g, 1.6 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.26 g, 1.9 mmol), Triethylamine (0.19 g, 1.9 mmol) And 1-hydroxybenzotriazole (0.02 g, 0.19 mmol) Was added to chloroform (amylene addition product) (3 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.37 g, 1.9 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- (1-naphthylmethoxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as the amide compound (27)) 0.31 g was obtained.

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

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 267 (0588) 5-(4-Chloro-3-fluorobenzyloxymethyl)isoxazole-3-carbo xylic acid (0.54 g, 2.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.41 g, 3.0 mmol), triethylamine (0.30 g, 3.0 mmol) and 1-hydroxybenzotriazole (0.03 g, 0.2 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 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 0.18 g of N-(tetrahydrofuran-3-ylmethyl)-5-(4-chloro-3-fluorobenzylox ymethyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (276)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.62-1.74 (1H, m), 2.05-2.14 (1H, m), 2.52-2.64 (1H, m), 3.47 (2H, t), 3.59 (1H, dd), 3.73-3.80 (1H, m), 3.83-3.95 (2H, m), 4.57 (2H, s), 4.67 (2H, s), 6.74 (1H, s), 6.94 (1H, br s), 7.04-7.08 (1H, m), 7.16 (1H, dd), 7.38 (1H, t)

184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various.

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

Production Example 13 (0324) 5-Benzyloxymethylisoxazole-3-carboxylic acid (0.59 g, 2.5 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.39 g, 2.8 mmol), triethylamine (0.28 g, 2.8 mmol) and 1-hydroxybenzotriazole (0.04 g, 0.28 mmol) were added to chloroform (amylene addition product) (15 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.54 g, 2.8 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 0.35 g of N-(tetrahydrofuran-3-ylmethyl)-5-benzyloxymethylisoxazole-3 -carboxamide (hereinafter, referred to as Compound of Present Invention (13)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm)): 1.66-1.69(1H, m), 2.05-2.13(1H, m), 2.53-2.63(1H, m), 3.47-3.49(2H, m), 3.58-3.60(1H, m), 3.76-3.78(1H, m), 3.84-3.95(2H, m), 4.61(2H, s), 4. 65 (2H, s), 6.73(1H, d), 6.95(1H, br s), 7.31-7.40(5H, 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19311-37-6,3-Bromotetrahydrofuran,as a common compound, the synthetic route is as follows.

[00494] To a solution of 119-1 (50 mg, 0.16 mmol, 1.00 eq) and 119-2 (32.2 mg, 0.21 mmol, 1.30 eq) in DMF (3 mL) was added K2C03 (45.3 mg, 0.33 mmol, 2.00 eq). The reaction was heated to 100C for 16 hr. LCMS showed that -80% of desired MS signal was detected. The reaction was diluted with EtOAc (20 mL) and washed with brine (2* 10 mL). The organic layer was dried over Na2S04 and concentrated. The crude product was purified by Prep.HPLC (acidic conditions) to give the title compound (17.36 mg, 46.25 umol, 28.24% yield). 1HNMR and LCMS confirmed that the desired product was obtained. LCMS (ESI): RT = 0.910 min, mass calc. for Ci8Hi6F3N50 375.13, m/z found 376.0[M+H]+; 1HNMR (400 MHz, CDC13) 9.05 (s, 1H), 8.21 (dd, J= 8.0, 1.6 Hz, 1H), 7.60 – 7.50 (m, 3H), 7.40 – 7.35 (m, 1H), 7.29 (d, J= 8.4 Hz, 2H), 7.05 (t, J= 8.0 Hz, 1H), 5.65- 5.50 (m, 1H), 4.40 – 4.25 (m, 3H), 4.15- 4.00 (m, 1H), 2.80 – 2.65 (m, 1H), 2.65- 2.50 (m, 1H).

19311-37-6 3-Bromotetrahydrofuran 12929516, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (396 pag.)WO2018/204532; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem