Day: September 2, 2020

97-99-4, (Tetrahydrofuran-2-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (R)-(tetrahydrofuran-2-yl)methanol (1.0 g, 9.8 mmol) in CH2Cl2 (3 mL) and pyridine (3 mL) at ambient temperature was added 4-methylbenzene-1-sulfonyl chloride (2.0 g, 10.3 mmol) portionwise over 5 min. The mixture was stirred for 16 hours at ambient temperature then quenched by the addition of 5% aqueous HCl (10 mL). The layers were separated and the aqueous phase was extracted with CH2Cl2 (3¡Á5 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purifined by column chromatography (SiO2, 75% hexanes in EtOAc) to afford the title compound (1.7 g, 6.8 mmol, 69% yield). MS (DCI/NH3) m/z 257 (M+H)+ and 274 (M+NH4)+, 97-99-4

97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; ABBOTT LABORATORIES; US2010/69348; (2010); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

204512-95-8, (S)-Tetrahydrofuran-3-amine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 102 A mixture of (5)-tetrahydrofuran-3-amine hydrochloride (11.2 g, 90.7 mmol) and NEt3 (50.5 mL, 362.6 mmol) in dry CH2CI2 (400 mL) was stirred for 5 minutes at 20 C. 3-(chlorosulfonyl)benzoic acid (20 g, 90.7 mmol) was added and the mixture was stirred overnight at 20C. The reaction mixture was washed with IN HCl (100 mL), the aqueous layer was extracted with dichloromethane (2 x 200 mL). The combined organic layers were dried over Na2S04 and the solvent was removed in vacuo, resulting in 3-[[(35)-tetrahydrofuran-3-yl]sulfamoyl]benzoic acid (16.3 g). 3-[[(35)-tetrahydro- furan-3-yl]sulfamoyl]benzoic acid (3 g, 11.058 mmol), 3-(difluoromethyl)-4-fluoro- aniline (2.1 g, 13.3 mmol) and triethylamine (3.3 g, 33 mmol) were dissolved in DMF (400 mL). PyBrOP (132705-51-2, 6.2 g , 13.3 mmol) was added at 0C. The mixture was stirred at 50C for 12 hours. The solvent was removed in vacuo and the obtained residue was purified by reversed phase high performance liquid chromatography (mobile phase: CH3CN in water (0.1% TFA) from 30% to 60%). The pure fractions were collected and neutralized with solid NaHC03. The organic solvent was removed in vacuo and the formed precipitate was filtered, washed with H20 (5 mL) and dried under high vacuum. The obtained residue was suspended in water (5 mL) and lyophilized to dryness resulting in compound 102 (2.3 g). Method A; Rt: 5.32 min. m/z : 415.2 (M+H)+ Exact mass: 414.1. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.53 – 1.68 (m, 1 H) 1.82 – 1.99 (m, 1 H) 3.27 – 3.42 (m, 1 H) 3.51 – 3.90 (m, 4 H) 7.26 (t, J=55 Hz, 1 H) 7.36 – 7.51 (m, 1 H) 7.80 (t, J=7.8 Hz, 1 H) 7.92 – 8.00 (m, 1 H) 8.01 – 8.08 (m, 1 H) 8.08 – 8.15 (m, 2 H) 8.25 (d, J=7.8 Hz, 1 H) 8.40 (s, 1 H) 10.75 (s, 1 H).

204512-95-8, The synthetic route of 204512-95-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN R&D IRELAND; LAST, Stefaan Julien; RABOISSON, Pierre Jean-Marie Bernard; ROMBOUTS, Geert; VANDYCK, Koen; VERSCHUEREN, Wim Gaston; WO2014/33170; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

97-99-4, (Tetrahydrofuran-2-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

97-99-4, General procedure: To a solution of optically pure tetrahydrofurfuryl alcohol (6 or 16) in pyridine was added 1 eq of p-toluenesulfonyl chloride portionwise at 0 , then the reaction mixture was stirred for 3 h. The mixture was poured into a large amount of ice water with violent agitation, and the solid phase was filtered and recrystallized with methanol to give tosylate 7 or 17 as white solids. For 7: 92% yield, deltaH (500 MHz; CDCl3; Me4Si) 1.67-1.69 (m, 1 H), 1.85-1.87 (m, 2 H), 1.94-1.99 (m, 1 H), 2.44 (s, 3 H), 3.70-3.80 (m, 2 H), 3.97-4.10 (m, 3 H), 7.33 and 7.79 (d, J = 8.2 Hz, each 2 H); ESI-MS m/z: 279.1 [M+Na]+; For 17: 96% yield, deltaH (500 MHz; CDCl3; Me4Si) 1.60-1.70 (m, 1 H), 1.83-1.90 (m, 2 H), 1.94-2.01 (m, 1 H), 2.44 (s, 3 H), 3.70-3.81 (m, 2 H), 3.97-4.03 (m, 2 H), 4.06-4.10 (m, 1 H), 7.33 and 7.79 (d, J = 8.2 Hz, each 2 H); ESI-MS m/z: 267.1 [M+Na]+.

97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Article; Hao, Jia; Chen, Bo; Yao, Yiwu; Hossain, Murad; Nagatomo, Takafumi; Yao, Hequan; Kong, Lingyi; Sun, Hongbin; Bioorganic and Medicinal Chemistry Letters; vol. 22; 10; (2012); p. 3441 – 3444;,
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-methyl-2,3,5,6-tetrafluorobenzyloxymethyl) isoxazole-3-carboxylic acid (0.29 g, 0.9 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.21 g, 1.5 mmol), Triethylamine (0.15 g, 1.5 mmol) And 1-hydroxybenzotriazole (0.01 g, 0.1 mmol) Was added to chloroform (amylene added product) (2.5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.23 g, 1.2 mmol) was added at room temperature, After stirring overnight at room temperature, 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, 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 equation Indicated by N- (tetrahydrofuran-3-ylmethyl) -5- (4-methyl-2,3,5,6-tetrafluorobenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (273)) 0.06 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.915095-89-5,(S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran,as a common compound, the synthetic route is as follows.

915095-89-5, Under a nitrogen atmosphere, dry THF (60 mL) was added to a 500 mL three-neck flask, cooled to -10C, n-BuMgCl¡¤LiCl in THF (27.2 mL, 27.2 mmol) and a n-BuLi solution in n-hexane were added ( 21.8 mL, 54.4 mL), stirring for 10 min.(S)-4-Bromo-1-chloro-2-(4-tetrahydrofuran-3-yloxy-benzyl)benzene (10.0 g, 27.2 mmol) was dissolved in dry THF (20 mL) and slowly added dropwise The reaction solution was maintained at -10C and the reaction was stirred for 2.0 h.After the reaction was completed, a solution of 2,3,4,6-tetraacetoxy-alpha-D-glucopyranose bromide (3.0 g, 6.2 mmol) in THF (20 mL) was slowly added dropwise, and the reaction was continued at -10 C. for 3.0 h. After the reaction was completed, a solution of methanesulfonic acid (9.3 mL) in methanol (80 mL) was added and the temperature was raised to 25 C. for 18.0 h.Adjust the pH to about 7 with saturated NaHCO3 solution and extract twice with EA (100 mL).The organic phase was washed successively with water (100 mL) and saturated NaCl solution (100 mL). Anhydrous MgSO4 was added and the mixture was filtered. The filtrate was concentrated to dryness under reduced pressure to give a pale yellow oil III (15.6 g). The yield was 92.6%.

The synthetic route of 915095-89-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; China Pharmaceutical Group Sichuan Antibiotic Industry Institute; Shi Kejin; Chen Lin; Li Jianghong; Gou Xiaojun; Ren Fengying; Yang Chen; (8 pag.)CN107556302; (2018); A;,
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 152 (0472) 5-(Naphthalen-1-ylmethyl)isoxazole-3-carboxylic acid (123 mg, 0.49 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (123 mg, 0.90mmol), triethylamine (0.23 mL, 1.66 mmol) and 1-hydroxybenzotriazole (9 mg, 0.06 mmol) were added to chloroform (amylene addition product) (5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (159mg, 0.83 mmol) was added to the mixture at room temperature, and the mixture was stirred overnight and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 95 mg of N-(tetrahydrofuran-3-ylmethyl)-5-(naphthalen-1-ylmethyl)iso xazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (160)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm)):1.57-1.67(m, 1H), 1.99-2.08(m, 1H), 2.48-2.60(m, 1H), 3.36-3.44(m, 2H), 3.52-3.57(m, 1H), 3.69-3.93(m, 3H), 4.55(s, 2H), 6.27(s, 1H), 6.96(brs, 1H), 7.37-7.54(m, 4H), 7.80-7.85(m, 1H), 7.86-7.92(m, 2H), 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.112372-15-3,Furo[2,3-c]pyridine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

A solution of furo[2,3-c]pyridine-2-carboxylic acid (65 mg, 0 40 mmol, 1.47 equiv), HOBt (50 mg, 0.37 mmol, 1 .36 equiv), EDCI (80 mg, 0.42 mmol, 1.53 equiv), DIPEA (129 mg, 1 .00 mmol, 3.67 equiv), and 4-(1-isobutyl-piperidine-4-sulfiny])-benzylamine (80 mg, 0.27 mmol, 1 00 equiv) in DMF (3 mL) was stirred for 30 min at rt. The reaction mixture was diluted with 30 mL of ethyl acetate then washed with 2×10 mL of water and 1 10 mL of brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was first purified on a silica gel column eluted with dichloromethane/methanol (1:10) and the partially purified product was further purified by preparative HPLC with the following conditions (IntelFlash- 1 : Column, C18 column, mobile phase, wateracetonitrile = 1:20 increasing to water:acetonitrile = 1: 10 within 2 hr; Detector, UV 254 nm) to give 10 mg (8%) of the title compound as a white solid. LC/MS (Method I, ESI): RT= 1.06 min, m/z = 440.0 [M+H] + . 1H NMR (300 MHz, DMSO-d6) delta 9.55 (t, J = 6.0 Hz, 1 H), 9.01 (s, 1 H), 8.43 (d, J = 5.1 Hz, 1 H), 7.78 (dd, 7 = 5.1 , 0.9 Hz, 1 H), 7.62 (s, 1 H), 7.53 (d, J = 8.4 Hz, 2H), 7.48 (d, J = 8.4 Hz, 2H), 4.52 (d, = 6.3 Hz, 2H), 2.78-2.70 (m, 2H), 2.68-2.61 (m, 1 H), 1 .93- 1 .91 (m, 2H), 1 .84-1 .75 (m, 4H), 1 .67-1 .47 (m, 2H), 1 .39-1 .31 (m, 1 H), 0.76 (d, J = 6.3 Hz, 6H)., 112372-15-3

The synthetic route of 112372-15-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Karl H.; DRAGOVICH, Peter; GOSSELIN, Francis; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; ZAK, Mark; ZHANG, Yamin; ZHAO, Guiling; ZHENG, Xiaozhang; YUEN, Po-Wai; WO2013/127266; (2013); 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

Intermediate 16: 2-Butoxy-8-methoxy-9-(tetrahvdrofuran-3-ylmethyl)-9H-purin-6- amine2-Butoxy-8-methoxy-9H-purin-6-amine trifluoroacetate salt (0.2Og) was dissolved in anhydrous N,N-dimethylformamide (5 ml.) was treated with anhydrous potassium carbonate (0.315 g), heated to 600C for 1 hour and then cooled to room temperature. To the above was added 3-(bromomethyl)tetrahydrofuran (0.103 g) and the reaction mixture heated at 500C, overnight. The reaction mixture was quenched with water (25 ml.) and extracted into ethyl acetate (3 times, 100 ml. combined total volume). The combined organic phase was separated and passed through a hydrophobic frit to dry. The organic phase was stripped to give a gum which was purified by Ci8 reverse phase chromatography using water (containing 0.1percent formic acid)-acetonitrile (containing 0.05percent formic acid) as eluant (20-60percent) to afford the title compound as a white solid (97mg). MS calcd for (Ci5H23N5Os)+ = 321 MS found (electrospray): (M+H)+ = 3221 H NMR (CDCI3): 5.39 (2H, s), 4.24 (2H, t), 4.08 (3H, s), 3.96-3.85 (3H, overlapping m), 3.71 (2H, m), 3.60 (1 H, m), 2.81 (1 H, m), 1.93 (1 H, m), 1.76-1.63 (3H, overlapping m), 1.46 (2H, m), 0.93 (3H, t)., 165253-29-2

The synthetic route of 165253-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/101867; (2008); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

19311-37-6, 3-Bromotetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tert-butyl (6S)-3-hydroxy-6-methyl-6,7-dihydro-4H-pyrazolo[l,5- a]pyrazine-5-carboxylate (compound 3f, 70.0 mg, 0.277 mmol) and 3-bromotetrahedronfuran (62.7 mg, 0.415 mmol) in DMF (4.0 ml) was added NaH (16.6 mg, 0.415 mmol) at room temperature. The reaction mixture was stirred at room temperature for 3 h, then quenched with water (5.0 mL), diluted with EtOAc (60 mL). The organic layer was washed with water and brine, dried over Na2S04 and concentrated. The residue was purified by column chromatography (eluted with PE:EA = 10: 1-1: 1) to afford compound 3g (50.0 mg) as a yellow oil. LCMS (M+H+): 324., 19311-37-6

As the paragraph descriping shows that 19311-37-6 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HU, Taishan; LIU, Haixia; (78 pag.)WO2017/198744; (2017); 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.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

PREPARATION 10 Sodium Tetrahydrofuran-3-ylmethanesulfonate Sodium sulfite heptahydrate (6.10 g) was added to a solution of 3-(bromomethyl)tetrahydrofuran (2.0 g) [see Preparation 9] in 1,4-dioxane (9 ml) and water (9 ml). The reaction mixture was then heated under reflux and stirred for 18 hours, cooled and the solvent removed under reduced pressure. The resulting solid was dissolved in water and concentrated to a low volume. The solid formed was then collected to afford sodium tetrahydrofuran-3-ylmethanesulfonate (1.30 g) as a white solid. 1H-NMR (D2O) delta: 3.95 (1H, m), 3.80-3.60 (2H, m), 3.45 (1H, m), 3.00 (2H, m), 2.60 (1H, m), 2.20 (1H, m), 1.65 (1H, m)., 165253-29-2

The synthetic route of 165253-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc.; US6610707; (2003); B1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem