Heterocyclic Building Blocks-Tetrahydrofuran

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.

3-bromo-7-(4-methoxybenzyl)-6-methylimidazo[1,5-a]pyrazin-8(7H)-one (60 mg, 0.172 mmol) and tetrahydrofuran-3-amine (0.04 ml, 0.465 mmol) were mixed in NMP (2 mL) and DIPEA (0.23 ml, 1.317 mmol). The reaction was heated for 4 hours at 250¡ãC in the microwave oven. The reaction was purified on silica gel, via preparative LC-MS, and preparative TLC (10percent EtOH in ethyl acetate) to give 7-(4-methoxybenzyl)-6-methyl-3-((tetrahydrofuran-3- yl)amino)imidazo[1,5-a]pyrazin-8(7H)-one (2 mg, 0.005 mmol) in 3percent yield. 1H NMR (600 MHz, Dimehtyisulfoxide-d6) delta 8.50 (m, NH), 7.68 (s, 1 H), 7.31 (s, 1 H) 7.22 (d, J = 7.1 Hz, 2H), 6.88 (d, J = 7.1 Hz, 2H), 4.87 (m, 1 H), 4.35 (d, J = 14 Hz, 2H), 4.11 (m, 1 H), 4.02 (m, 1 H), 3.92 (m, 1 H), 3.86 (m, 1 H), 3.71 (s, 3H), 2.60 (m, 1 H), 2.5 (m, 1 H) 2.31 (s, 3H). LC-MS: tR = 0.54 min (method 19), m/z = 355.2 [M + H]+.

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

Reference£º
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (157 pag.)WO2018/78038; (2018); A1;,
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

Step a: Preparation of 3-[(4-nitrophenyl)sulfanyl]dihydrofuran-2(3H)-oneTo an ice-cooled solution ofp-nitro thiophenol (10.0 g, 0.0645 moles) in dichloromethane (75 mL) under argon atmosphere were added triethylamine (19.4 g, 0.1935 moles) and a solution of bromo-lactone (11.1 g, 0.067 moles) in dichloromethane (75 mL) drop wise. The reaction mixture was allowed to stir for about 30 minutes at room temperature. After completion, reaction mixture was diluted with water and extracted in dichloromethane. The combined organic layer was dried over anhydrous sodium sulphate and concentrated to get a crude product. The crude product so obtained was purified by silica gel column using 30% ethyl acetate in hexane as eluent to get title compound.Yield: 11 g

The synthetic route of 5061-21-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; RANBAXY LABORATORIES LIMITED; KHERA, Manoj Kumar; SATTIGERI, Jitendra; YADAV, Neeraj Kumar; RAUF, Abdul Rehman Abdul; CLIFFE, Ian A.; BHATNAGAR, Pradip Kumar; RAY, Abhijit; SRIVASTAVA, Punit; DASTIDAR, Sunanda Ghosh; WO2012/38943; (2012); 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

5- (4-bromo-3-fluorobenzyloxymethyl) isoxazole-3-carboxylic acid (1.42 g, 4.3 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.89 g, 6.5 mmol), Triethylamine (0.90 mL, 6.5 mmol) And 1-hydroxybenzotriazole (0.06 g, 0.4 mmol) Was added to chloroform (amylene added product) (10 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.99 g, 5.2 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 , Dried over 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- (4-bromo-3-fluorobenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as this amide compound (272)) 0.59 g was obtained.

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; 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.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.

DIPEA (1 .93ml, 1 1 .1 mmol) was added to a solution of Tricyclo[3.3.1.13,7]decane-1 – carbonyl chloride (1 ) (2g, 10.1 mmol) and 3-aminotetrahydrofuran; (29)(1 .0ml, 1 1 mmol) in DCM (20ml) and the solution stirred at room temperature for 4 hours. The solution was washed with 0.1 N HCI (30ml), saturated NaHC03 (30ml), dried (Na2S04), filtered and the solvents removed to give crude product which was further purified via crystallization from 15percent EA in hexanes to give as a white solid

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

Reference£º
Patent; UNILEVER PLC; UNILEVER N.V.; CONOPCO, INC., D/B/A UNILEVER; AU, Van; HARICHIAN, Bijan; CLOUDSDALE, Ian Stuart; BAJOR, John Steven; DICKSON, Jr, John Kenneth; WO2014/139965; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

2399-48-6, (Tetrahydrofuran-2-yl)methyl acrylate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a 0.52 mL microwave vial were added TPT-MeOH (100 mg, 0.30 mmol),n-BuA (0.43 mL, 3.0 mmol), and 1,4-dioxane (1.2 mL), and then the vial was sealed. The mixture was stirred and heated at 140 C under microwave irradiation for 2 h. The Kugelrohr distillation under reduced pressure (1 mmHg, 200 C) gave the product (Entry 16, 259 mg, 69% yield) as a transparent liquid.

As the paragraph descriping shows that 2399-48-6 is playing an increasingly important role.

Reference£º
Article; Matsuoka, Shin-Ichi; Nakazawa, Masanori; Suzuki, Masato; Bulletin of the Chemical Society of Japan; vol. 88; 8; (2015); p. 1093 – 1099;,
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.86087-23-2,(S)-(+)-3-Hydroxytetrahydrofuran,as a common compound, the synthetic route is as follows.

To a a solution of (S)-(+)-3-hydroxytetrahydrofuran (0.50 g, 5.7 mmol) in methylene chloride (50 mL) was added triphenylphosphine (3.0 g, 11 mmol), 1H-imidazole (0.75 g, 11 mmol), and iodine (2.9 g, 11 mmol) sequentially. After being refluxed under N2 overnight, the reaction was quenched with 0.2 M Na2S2O3 (60 mL). The organic layer was separated and the aqueous layer was extracted with methylene chloride three times. The combined organics were dried (MgSO4), filtered, and concentrated to give a wet, yellow solid. To the solids was added pentane (100 mL) and stirred for 2 hours. The solids were filtered off and the filtrate was concentrated to give the desired product (970 mg, 79.4%) as yellow oil. 1H NMR (CDCl3) delta 4.30-3.85 (5H, m), 2.50-2.20 (2H, m).

86087-23-2 (S)-(+)-3-Hydroxytetrahydrofuran 2733227, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; Xue, Chu-Biao; Zheng, Changsheng; Feng, Hao; Xia, Michael; Glenn, Joseph; Cao, Ganfeng.; Metcalf, Brian W.; US2006/4018; (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.53662-85-4,Methyl tetrahydrofuran-3-carboxylate,as a common compound, the synthetic route is as follows.

Intermediate 4: 3-Oxo-3-(tetrahydro-furan-3-yl)-propionic acid ethyl ester To a solution of lithium bis(trimethylsilyl)amide (1 M in hexanes; 100 mL) in THF (200 mL) at -78 C. was added dry ethyl acetate (10.8 g, 12 mL, 122.5 mmol) dropwise. After 30 min at -78 C., the mixture was treated with a solution of tetrahydro-furan-3-carboxylic acid methyl ester (6.0 g, 46.1 mmol) in THF (50 mL). After 4 h at -78 C., the reaction was quenched with satd. aq. NH4Cl, warmed to rt, and extracted with EtOAc (5*75 mL). The combined organic layers were washed with satd. aq. NaCl, dried, and concentrated to give a colorless oil. Chromatography on SiO2 (EtOAc/CH2Cl2) afforded the title compound (3.3 g).

As the paragraph descriping shows that 53662-85-4 is playing an increasingly important role.

Reference£º
Patent; Cai, Hui; Chavez, Frank; Edwards, James P.; Fitzgerald, Anne E.; Liu, Jing; Mani, Neelakandha S.; Neff, Danielle K.; Rizzolio, Michele C.; Savall, Brad M.; Smith, Deborah M.; Venable, Jennifer D.; Wei, Jianmei; Wolin, Ronald L.; US2008/194577; (2008); 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.

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