Some tips on 111769-27-8

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

111769-27-8, (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 244 : (R)- l-(5,6-dichloro- 1-p-tolyl- lH-benzo [d] imidazol-2-yl)-7V-(tetrahydrofuran- 3-yl)piperidine-4-carboxamideEthyl l-(5,6-dichloro-lH-benzo[d]imidazol-2-yl)piperidine-4-carboxylate (110 mg, 0.321 mmol) dimethylsulfoxide (1 mL), caesium carbonate (147 mg, 0.45 mmol), l-iodo-4-methylbenzene (140 mg, 0.643 mmol), 8-hydroxyquinoline (9.3 mg, 0.064 mmol), polyethylene glycol 400 (64.3 mg, 0.161 mmol) and copper(I) oxide (4.6 mg, 0.032 mmol) was subjected to microwave conditions for one hour at 15O0C. The reaction mixture was diluted with N,N-dimethyl- formamide (4 mL), filtered and the filtrate concentrated in vacuo. The residue was dissolved in ethanol (4 mL) and aqueous sodium hydroxide (2 mL, 1 N), and stirred at room temperature over the weekend. The reaction mixture was treated with aqueous hydrochloric acid (1 mL, 2 N) and concentrated. The residue was mixed with N,N-dimethylformamide (13 mL), N,7V-diisopropyl- ethylamine (Hunig’s base, DIEA, 19.2 mg, 0.148 mmol), 2-(7-aza-lH-benzotriazole-l-yl)-1,1,3,3-tetramethyluronium hexafluoro-phosphate (EtaATU, 14.1 mg, 0.037 mmol) and (R)-(+)- tetrahydrofuran-3 -amine 4-methylbenzenesulfonate (9.6 mg, 0.0371 mmol). The reaction mixture was stirred at room temperature for 2 hours, concentrated in vacuo and purified on hplc (preparative RP-LC was performed on a Gilson system equipped with a Zorbax SB-C8 (5 mum, 21.2 x 150 mm) column, using methano I/water (0.05% formic acid) gradients at a flow rate of 4 niL/min with UV (214 or 254 nm) and MS (ESI) detection) to give 7.7 mg of (R)- 1 -(5,6- dichloro- 1 -p-tolyl- lH-benzo[d]imidazol-2-yl)-N-(tetrahydrofuran-3-yl)piperidine-4- carboxamide. LC-MS (m/z) 473.1 (M+ 1).

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; STENBERG, Patric; WESTMAN, Jacob; WALLBERG, Hans; WO2011/23812; (2011); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Brief introduction of 86087-24-3

86087-24-3 (R)-Tetrahydrofuran-3-ol 641512, aTetrahydrofurans compound, is more and more widely used in various.

86087-24-3, (R)-Tetrahydrofuran-3-ol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 : Synthesis of [(3R)-Tetrahydrofuran-3-yl] 4-methylbenzenesulfonateTo a solution of 25.43 g (R)-tetrahydro-furan-3-ol in 60 mL pyridine and 250 mL DCM was added 73.0 g of 4-methyl-benzenesulfonyl chloride followed by 1 .0 g N,N-dimethylpyridin-4- amin. The reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with DCM and washed with 2M hydrochloric acid and water. The combined organic phases were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by flash chromatography (DCM ->DCM : methanol 95:5) to yield 59.46 g [(3R)-tetrahydrofuran-3-yl] 4-methylbenzenesulfonate as oil.Analysis: MS: M+H = 243

86087-24-3 (R)-Tetrahydrofuran-3-ol 641512, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; DAHMANN, Georg; HOFFMANN, Matthias; KLICIC, Jasna; LAMB, David James; MCCARTHY, Clive; NAPIER, Spencer; PARRISH, Karen; SCOTT, John; SWANTEK FITZGERALD, Jennifer L.; WALKER, Edward; WO2015/140054; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

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 53 (0368) Ethyl 3-butyl-1,2,4-oxadiazole-5-carboxylate (0.40 g, 2 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (2.75 g, 20 mmol) and diisopropylethylamine (2.58 g, 20 mmol) were added to ethanol (40 mL), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, then water was added to the residue, and the mixture was extracted three times 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 0.43 g of N-(tetrahydrofuran-3-ylmethyl)-3-butyl-1,2,4-oxadiazole-5-c arboxamide (hereinafter, referred to as Compound of Present Invention (58)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):0.96(3H, t), 1.36-1.46(2H, m), 1.64-1.79(3H, m), 2.07-2.16(1H, m), 2.58-2.65(1H, m), 2.79(2H, t), 3.45-3.55(2H, m), 3.62(1H, dd), 3.74-3.81(1H, m), 3.85(1H, dd), 3.93(1H, td), 7.19(1H, brs)

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

Some tips on 53662-85-4

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

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

Analyzing the synthesis route of 86087-23-2

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

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

Simple exploration of 2399-48-6

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

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

New learning discoveries about 88675-24-5

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

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

Some tips on 184950-35-4

The synthetic route of 184950-35-4 has been constantly updated, and we look forward to future research findings.

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

Downstream synthetic route of 5061-21-2

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

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

Some tips on 88675-24-5

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

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