Category: Tetrahydrofurans

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17347-61-4,2,2-Dimethylsuccinicanhydride,as a common compound, the synthetic route is as follows.

A stirring solution of 17/?-benzoylamino-3/?-hydroxy-28-norlup-20(29)-ene (144 mg, 0.270 mmol), DMAP (40 mg, 0.324 mmol) and 2,2-dimethylsuccinic anhydride (208 mg, 1.62 mmol) in dry pyridine (3 mL) is heated overnight at 120¡ãC. Another 6 equivalents of anhydride is added and heating is continued for 7 hours. The mixture is concentrated to dryness and the residue is diluted in ethyl acetate, washed twice with HCl 1 N, water and brine, dried over sodium sulfate and concentrated to dryness. The residue is purified by flash column chromatography on silica gel (ethyl acetate/hexanes 10percent to 70percent) followed by crystallization in ethyl acetate/hexanes (1 :3) to yield the title compound 13-7 as a white solid (30 mg, 16percent). 1H NMR (400 MHz, CDCl3): delta [ppm] 7.72 (m, 2H), 7.51 -7.41 (m, 3H), 5.81 (s, 1 H), 4.71 (d, 1 H), 4.62 (t, 1 H), 4.47 (d x d, 1 H), 2.82 (d x t, 1 H), 2.65 (m, 1 H), 2.64 (d, 1 H), 2.54 (d, 1 H), 2.44 (m, 1H), 1.95 (m, 1 H), 1.75-0.75 (m, 21H), 1.69 (s, 3H), 1.29 (s, 3H), 1.27 (s, 3H), 1.01 (s, 3H), 0.99 (s, 3H), 0.83 (s, 3H), 0.82 (s, 3H), 0.78 (s, 3H). LC/MS: m/z = 660.71 (M+H+). HPLC (Method A): tR = 34.04 min.

The synthetic route of 17347-61-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VIROCHEM PHARMA INC.; WO2009/100532; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

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

A mixture of 3-hydroxymethyl tetrahydrofuran (30 g, 293.74 mmoles), triethylamine (2 eq/mole, 59.44 g), dimethylaminopyridine (0,1eq/mole, 3.58 g) and dichloromethane (300 ml) is added, at 0C, with acetic anhydride (1 eq/mole, 29.98 g). The reaction is left at room temperature until complete disappearance of the substrate. A sodium bicarbonate saturated solution (300 ml) is added and the mixture is left under stirring for 15 minutes, then extracted with ethyl acetate (3×100 ml). The organic phase is washed with 2 N hydrochloric acid (100 ml), dried over anhydrous sodium sulfate and the solvent is evaporated off to a residue. 33.83 g of 3-acetoxymethyl tetrahydrofuran are obtained, in an 80% yield.1H-NMR (d, ppm): 1.53 (m, 1H, CH) 1.92 (m, 1H, CH) 2.01 (s, 3H, CH3) 2.44 (m, 1H, CH) 3.55 (dd, 1H, CH) 3.63 (m, 3H, CH and CH2) 3.78 (m, 2H, CH2).13C-NMR (d, ppm): 20.54 (CH3) 28.65 (CH2) 37.92 (CH) 65.60 (CH2) 67.37 (CH2) 70.22 (CH2) 170.64 (CO).

124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, aTetrahydrofurans compound, is more and more widely used in various.

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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Preparation c-90 Ethyl tetrahydrofuran-2-carboxylate To a solution of tetrahydrofuran-2-carboxylic acid (20 g, 172.2356 mmol) in anhydrous ethanol (100 mL) was added concentrated sulfuric acid (0.46 mL). The resulting mixture was stirred at reflux for 16 hours and then allowed to cool to ambient temperature. To this was added water (100 mL) and extracted with diethyl ether (3*100 mL). The combined organic extracts were washed with saturated aqueous sodium bicarbonate (2*50 mL), saturated aqueous sodium chloride (100 mL), dried (anhydrous magnesium sulfate), filtered and concentrated in vacuo to afford the pure product as a colorless liquid (22.5964 g, 91%). LRMS (m/z): 145 (M+H)+. 1H NMR (CDCl3, 300 MHz) delta 4.38 (1H, dd, J=4.9, 8.1 Hz), 4.14 (2H, q, J=7.2 Hz), 3.99-3.92 (1H, m), 3.88-3.81 (1H, m), 2.24-2.12 (1H, m), 2.00-1.79 (3H, m), 1.22 (3H, t, J=7.2 Hz).

The synthetic route of 16874-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc; US2005/187266; (2005); 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.

General procedure: Anhydrous K2CO3 (5 equiv) was added to the solution of relevantamine (1 equiv) and tetrabutylammonium bromide (TBAB)(0.01 equiv) in the acetonitrile and the mixture was stirred at at0 C for 1.5 h. Then a solution of 3-bromodihydrofuran-2(3H)-one(8) or 3-bromo-5-methyldihydrofuran-2(3H)-one (9) (1 equiv)was added dropwise and stirring was continued for 12-48 h atroom temperature. After the reaction was completed, the precipitatewas filtered off and the filtrate was concentrated under vacuum.Obtained crude products were purified by columnchromatography. Reagents and conditions: 6.03mmol 4 (1.43g), 30.19mmol K2CO3 (4.17g), 0.06mmol TBAB (0.02g), 6.03mmol 8 (1.00g), 15ml MeCN, 48h; purification by column chromatography (S6); Yield 78%; yellow oil; Rf: 0.70 (S6); 1H NMR (CDCl3) delta [ppm]: 2.17-2.20ppm (m, 2H(CH2CH2N)), 2.23-2.30 (m, 2H(NCHCH2)) 2.31 (s, 3H (Me)), 2.68-2.74ppm (t, 2H (CH2N)), 3.62-3.68ppm (t, 1H(NCH)), 4.13-4.37ppm (m, 2H(CH2CH2O), 6.13 (t, 1H(C=CH)), 7.17-7.40ppm (m, 10H (Ar)), ESI-MS (m/z) 322.1 [M+H]+

5061-21-2 2-Bromo-4-butanolide 95463, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Article; Kowalczyk, Paula; Sa?at, Kinga; Hoefner, Georg C.; Guzior, Natalia; Filipek, Barbara; Wanner, Klaus T.; Kulig, Katarzyna; Bioorganic and Medicinal Chemistry; vol. 21; 17; (2013); p. 5154 – 5167;,
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 – [(2-naphthylmethyl) thiomethyl] isoxazole-3-carboxylic acid chloride ( In ethyl acetate solution (30 mL) Tetrahydrofuran-3-ylmethylamine hydrochloride (1.00 g, 7.26 mmol) And 1 mol / L sodium hydroxide aqueous solution (16 mL) Were simultaneously added at room temperature. After vigorously stirring at room temperature for 1 hour, 1 mol / L sodium hydroxide aqueous solution was added. The separated organic layer was washed successively with water and saturated brine, After drying over anhydrous magnesium 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 – [(2-naphthylmethyl) thiomethyl] isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (253)) 480 mg 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.19311-37-6,3-Bromotetrahydrofuran,as a common compound, the synthetic route is as follows.

10560] To 2.lh (18 mg, 0.047 mmol) was added DMF (Volume: 0.5 mE) and cesium carbonate (53.8 mg, 0.165 mmol). The reaction was stirred at room temperature for 5 minutes then 3-bromotetrahydrofuran (17.81 mg, 0.118 mmol) was added. The reaction was heated to 70 C. and stirred for 3 hours or until done by ECMS. The reaction was cooled, 0.5 ml of DMF was added, then filtered through a 0.45 nM in line filtet The DMF solution with the desired product 2.37a was used as is for the next step, assume quantitative yield. EC-MS (mlz): 452.4 [M+H], 0.75 mm.

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

Reference£º
Patent; Novartis AG; FU, Jiping; HAN, Wooseok; KARUR, Subramanian; LU, Peichao; PFISTER, Keith Bruce; YOUNG, Joseph Michael; (97 pag.)US2018/312507; (2018); 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.4344-84-7,5-Oxotetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

(2) room temperature and nitrogen protection,Compound 2 was dissolved in 700 mL of THF,Cooling to 0 ,Began to slowly add 345mL B2H6.Me2S, with bubbles,1h after the drop is completed, the system was green turbidity,Natural recovery to room temperature reaction 1h,System cooling to 0 ,To the system slowly add 500mL methanol quenching,Then returned to room temperature,45 water pump and pump concentrated dry.Vacuum distillation, external temperature 150 ,The temperature of 60 began to produce products.Outside the temperature of 160 , the temperature of 110 -120 stable product to the end,Distilled to give 16 g of product (Compound 3).

4344-84-7 5-Oxotetrahydrofuran-2-carboxylic acid 636468, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; Si Fenke Si Pharmaceutical Research And Development (Tianjin) Co., Ltd.; Yao Qingjia; Wu Simin; Xu Yangjun; (6 pag.)CN106748972; (2017); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

57595-23-0, Methyl 4-oxotetrahydrofuran-3-carboxylate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1 5,7-dihydrofuro[3,4-d]pyrimidine-2,4(1H,3H)-dione: To Methyl 4-oxotetrahydrofuran-3-carboxylate (18.30 g), urea (11.44 g), methanol (100 mL) and concentrated hydrochloric acid (5 mL) were added. The mixture was refluxed with heating for two hours. The obtained suspension was stirred for 15 minutes in an ice-bath. The precipitate was filtered under reduced pressure, and washed with water (20 mL x 2 times). 2 mol/L aqueous solution of sodium hydroxide (100 mL) and water (30 mL) were added to the obtained precipitate. The mixture was refluxed with heating for 1 hour. Concentrated hydrochloric acid was dropped to the reaction solution in an ice-bath. The precipitate was filtered under reduced pressure, and then the precipitate was washed with water and acetone, dried under reduced pressure to give the title compound (15.7 g) having the following physical data. TLC: Rf 0.32 (methanol: ethyl acetate = 10 : 1); 1H-NMR (300MHz, DMSO-d6). delta 11.23, 11.44-11.10, 11.00, 4.70.

As the paragraph descriping shows that 57595-23-0 is playing an increasingly important role.

Reference£º
Patent; ONO PHARMACEUTICAL CO., LTD.; EP1666468; (2006); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

57595-23-0, Methyl 4-oxotetrahydrofuran-3-carboxylate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of 35b (3.0 g, 13.8 mmol) in AcOH (20 mL) was added ethyl 2-oxocyclopentanecarboxylate (2.37 g, 15.2 mmol) at room temperature and the reaction mixture was allowed to be heated at reflux and stirred for 3 h. The reaction mixture was cooled to room temperature and diluted with Et2O/hexane (1:3). The precipitates were collected by filtration to give 3-(2-methyl-4-methoxyphenyl)-2-methyl-6,7-dihydro-5H-cyclopenta[d]pyrazolo[1,5-a]pyrimidin-8-ol (3.88 g, 91% yield) as an off-white powder, which was used for the next reaction without further purification.

The synthetic route of 57595-23-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Saito, Tetsuji; Obitsu, Tetsuo; Kondo, Takashi; Matsui, Toshiaki; Nagao, Yuuki; Kusumi, Kensuke; Matsumura, Naoya; Ueno, Sonoko; Kishi, Akihiro; Katsumata, Seishi; Kagamiishi, Yoshifumi; Nakai, Hisao; Toda, Masaaki; Bioorganic and Medicinal Chemistry; vol. 19; 18; (2011); p. 5432 – 5445;,
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

Add to 50ml single-mouth reaction bottle1-((2R,3S)-2-(Benzyloxy)-pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)- 1H-1,2,4-triazole-5(4H)-one (1 g, 1.947 mmol, 1 eq.),((3S,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl P-toluenesulfonate (1.03g,2.181mmol, 1.12eq.),DMSO (6 ml) was dissolved by stirring, and 50 wt% NaOH (202.5 mg, 2.531 mmol, 1.3 eq.) was added and stirred at 45 C.TLC showed complete reaction after 2 h.The reaction was dropped into water, stirred, suction filtered, and the filter cake was washed with water (50ml). Isopropanol crystallized to give 1.52g of a white solid, yield 98.7%

As the paragraph descriping shows that 149809-43-8 is playing an increasingly important role.

Reference£º
Patent; Yangzijiang Pharmaceutical Group Co., Ltd.; Shanghai Pharmaceutical Industry Institute; Huang Huoming; Lv Huimin; Xiao Zhichao; Cai Wei; Ren Zhongjie; Zhou Ting; Liu Zhenren; Zhou Weicheng; Zhang Haibo; (35 pag.)CN108341754; (2018); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem