Tag: M.W:200-300

118399-28-3, (R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of intermediate d (27g,115mmol) and morpholine (2Og, 230 mmol) in 200 mL of dioxane was stirred at 70 0C for 18 hours and concentrated, EtOAc (500ml) was added and washed with brine, dried over Na2SO4 and concentrated to afford the product e as an oil, which was used for the next step without further purification (3 Ig, 84%). MS (ESI) m/e (M+H+):323; 1H-NMR (CDCl3, 400 MHz): delta 7.38-7.31 (m, 5H), 5.85 (m, IH), 5.12 (br s, 2H), 3.92 (m, IH), 3.71-3.49 (m, 10H), 2.91 (m, IH), 2.50 (m, IH).

118399-28-3, 118399-28-3 (R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate 697924, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; GENENTECH, INC.; WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; WO2008/61208; (2008); A2;,
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.118399-28-3,(R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

4. Synthesis of intermediate 5a (0359) Exact Mass: 391.25 (0360) (0361) 5a [00127] To the solution of intermediate 4 (4.8 g, 20.4 mmol) in THF (80 mL) was added a (3.2 g, 20.4 mmol), and the solution was stirred at room temperature overnight. After completion of the reaction, the solvent was removed in vacuo to afford intermediate 5a (7.2 g, 100%) as yellow oil, which was used in the next reaction without any further purification., 118399-28-3

As the paragraph descriping shows that 118399-28-3 is playing an increasingly important role.

Reference£º
Patent; MERRIMACK PHARMACEUTICALS, INC.; DRUMMOND, Daryl, C.; GENG, Bolin; KIRPOTIN, Dmitri, B.; TIPPARAJU, Suresh, K.; KOSHKARYEV, Alexander; (125 pag.)WO2017/123616; (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.118399-28-3,(R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

Compound 0101 (24 g, 0.1 mol) was added to the solution OfMe2NH (45 g, 1 mol) in CH2Cl2 (500 ml). The mixture was stirred overnight. The solid was collected by filtration. Toluene (500 mL) was added to dissolve the solid, followed by (PhS)2 (32.7 g, 0.15 mol) and Bu3P (40 g, 0.2 mol). The mixture was heated to 8O0C and stirred for 18 h. The solvent was removed in vacuo. The residue was subjected to flash column chromatography on silica gel eluting with 50% EtO Ac/petroleum ether to provide 0208 (13.4 g, 35.3%). LC- MS: 373 [M+l]+. 1H NMR (CDCl3):^ 2.46 (m, IH), 2.82 (s, 3H), 2.84 (s, 3H), 2.88 (m, IH), 3.20 (m, IH), 3.33 (m, IH), 4.13 (m, IH), 5.07 (s, 2H), 6.30 (d, J= 9.0 Hz, IH), 7.15 (m, IH), 7.32 (m, 9H)., 118399-28-3

As the paragraph descriping shows that 118399-28-3 is playing an increasingly important role.

Reference£º
Patent; CURIS, INC.; WO2009/36051; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

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

(b) To ethyl l-(6-chloro-l-(3,5-dimethylphenyl)-5-methyl-lH-benzo[d]imidazol-2-yl)piperidine- 4-carboxylate (8.6 mg) was added ethanol (2 mL) and aqueous sodium hydroxide (1 mL, 2 N). The reaction mixture was stirred at 4O0C for two hours, neutralized with aqueous hydrochloric acid (2 N) and concentrated in vacuo. The residue was mixed (R)-(+)-tetrahydrofuran-3 -amine A- methylbenzenesulfonate (6.3 mg, 0.024 mmol), 2-(7-aza-lH-benzotriazole-l-yl)-l, 1,3,3- tetramethyluronium hexafluorophosphate (HATU, 9.2 mg, 0.024 mmol), 7V,iV-diisopropyl- ethylamine (Hunig’s base, DIEA, 7.8 mg, 0.060 mmol) and N,N-dimethylformamide (5 mL) was stirred at room temperature over the weekend. The reaction mixure was concentrated in vacuo, the residue subjected to preperative 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 15 mL/min with UV (214 or 254 nm) and MS (ESI) detection) to give 7.7 mg (82 % yield) (R)-l-(6-chloro-l-(3,5-dimethylphenyl)-5-methyl-lH- benzo[d]imidazol-2-yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide. MS (m/z) 467.0 (M+l)., 111769-27-8

111769-27-8 (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate 14243169, aTetrahydrofurans compound, is more and more widely used in various fields.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.219823-47-9,(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

Intermediate 84-Bromo-1 -[(SHetrahvdro-furan-3-nuPi-Iota H-pyridin-2-one; A mixture of 4-bromo-1 H-pyridin-2-one (0.50 g), (/:?)-toluene-4-sulfonic acid tetrahydrofuran-3- yl ester (0.40 g), potassium carbonate (0.80 g), and dimethylsulfoxide (5 mL) was stirred at 80 ‘C overnight. After cooling to ambient temperature, water was added and the resulting mixture was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (MgS04), and concentrated. The residue was purified by HPLC on reversed phase (acetonitrile/water) to afford the title compound [besides, 4-bromo-2-[(S)-tetrahydro- furan-3-yloxy]-pyridine was isolated in 0.36 g (56% of theory)]. Yield: 0.1 1 g (1 6% of theory); LC (method 3): tR = 2.18 min; Mass spectrum (ESI+): m/z = 244/246 (Br) [M+H]+.

219823-47-9, As the paragraph descriping shows that 219823-47-9 is playing an increasingly important role.

Reference£º
Patent; VITAE PHARMACEUTICALS, INC.; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LEFTHERIS, Katerina; ZHUANG, Linghang; TICE, Colin, M.; SINGH, Suresh, B.; YE, Yuanjie; XU, Zhenrong; HIMMELSBACH, Frank; ECKHARDT, Matthias; WO2011/159760; (2011); 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.118399-28-3,(R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

12. Synthesis of intermediate 5c (0389) Exact Mass: 363.22 (0390) (0391) 4 5c (0392) [00135] To the solution of intermediate 4 (6.5 g, 27.7 mmol) in THF (100 mL) was added intermediate c (3.6 g, 27.7 mmol), and the solution was stirred at room temperature overnight. After completion of the reaction, the solvent was removed in vacuo, the residue was purified by chromatography column (PE EA = 3/1) to afford intermediate 5c (7.2 g, 72%) as yellow oil. 3, 118399-28-3

The synthetic route of 118399-28-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERRIMACK PHARMACEUTICALS, INC.; DRUMMOND, Daryl, C.; GENG, Bolin; KIRPOTIN, Dmitri, B.; TIPPARAJU, Suresh, K.; KOSHKARYEV, Alexander; (125 pag.)WO2017/123616; (2017); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

87219-29-2, (S)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

87219-29-2, To a solution of (3S)-(-)-tetrahydro-5-oxo-3-furanylcarbamic acid benzyl ester (3.3 g) in tetrahydrofuran (20 mL) were added di-tert-butyl dicarbonate (4.1 g) and 10% palladium on carbon (0.4 g), followed by stirring for 1 day under hydrogen atmosphere. Any insoluble matter was removed by filtration through a Celite pad, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane : ethyl acetate = 4:1), to thereby give the title compound (1.5 g).1H-NMR(CDCl3) delta:1.45(9H, s), 2.45(1H, dd, J=17.8, 2.7Hz), 2.86(1H, dd, J=17.8, 7.3Hz), 4.12-4.23(1H, m), 4.54-4.62(2H, m), 4.85-4.95(1H, m).

The synthetic route of 87219-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1577301; (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.219823-47-9,(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

To a solution of (1 R,4R)-5-(6-(6-(3-azabicyclo[3. 1 .0]hexan-6-yl)-5-methyl-1 H-indazol-1 -yl)-2- methylpyrimidin-4-yl)-2-oxa-5-azabicyclo[2.2. 1 ]heptane (150 mg, 0.37 mmol) in MeCN (20 mL) was added (R)-tetrahydrofuran-3-yl 4-methylbenzenesulfonate (271 mg, 1.12 mmcl) and K2C03 (154 mg, 1.12 mmcl) at ii under N2. The reaction mixture was stirred at 110 C for 24h. The mixture was purified by silica gel chromatography eluted with EtOAc and flash columnto give the product as a white solid (35 mg, yield: 19%).IH NMR (400 MHz, CDCI3) oe 8.52 (s, 1H), 8.03 (s, IH), 7.46 (s, 1H), 6.66 (s, 1 H), 5.25 (m,0.65H), 4.73 (s, 1H), 3.97-3.93 (m, 1H), 3.92-3.90 (m, 2H), 3.88-3.83 (m, 2H), 3.79-3.77 (m,1H), 3.65-3.52 (m, 2H), 3.29-3.27 (m, 1H), 3.18-3.16 (m, IH), 3.07-3.03 (m, 1H), 2.61-2.50(m, 5H), 2.42 (s, 3H), 2.41-2.40 (m, 1H), 2.06-1.91 (m, 4H), 1.88 (m, 2H).LC-MS [mobile phase: from 90% water (0.1% FA) and 10% MeCN (0.1% FA) to 5% water (0.1% FA) and 95% MeCN (0.1% FA) in 2.6 mm]: Rt 1.12 mm; MS Calcd: 472.26, MS Found: 473.5 [M + H]., 219823-47-9

As the paragraph descriping shows that 219823-47-9 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DING, Xiao; REN, Feng; SANG, Yingxia; XING, Weiqiang; ZHAN, Yang; ZHAO, Baowei; (357 pag.)WO2018/137593; (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.111769-27-8,(R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

To a mixture of l-(5,6-dichloro-l-(8-fluoroquinolin-2-yl)-lH-benzo[d]imidazol-2-yl)- piperidine-4-carboxylic acid (0.012 mmol), (R)-(+)-tetrahydro-3-furylamine p-toluenesulfonate (3.2 mg, 0.012 mmol) and N,N-diisopropylethylamine (6 muL, 0.037 mmol) in N,N-dimethyl- formamide (1.0 mL) was added 2-(7-aza-lH-benzotriazole-l-yl)-l, l,3,3-tetramethyluronium hexafluorophosphate (HATU, 5.1 mg, 0.014 mmol) and the reaction was stirred at room temperature for one hour. The reaction mixture was concentrated in vacuo and the residue purified by silica chromatography (0-10 % methanol in ethyl acetate) to give 2.8 mg (43% yield) of (R)- 1 -(5,6-dichloro- 1 -(8-fluoroquinolin-2-yl)- lH-benzo[ii]imidazol-2-yl)-N-(tetrahydrofuran- 3-yl)piperidine-4-carboxamide as a light yellow solid. LC-MS (m/z) 528.1 (M+l)., 111769-27-8

111769-27-8 (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate 14243169, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; WO2012/117062; (2012); 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.219823-47-9,(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

A 10-necked flask was charged with 10 (54.90 g, 100 mmol) and acetonitrile (275 mL)Add potassium carbonate(27.64 g, 200 mmol) and(3R) -tetrahydrofuran-3-p-toluenesulfonate(29.07 g, 120 mmol),Room temperature reaction overnight. The reaction was terminated by removing part of the acetonitrile, adding water (275 mL) andEthyl acetate (275 mL) and the aqueous phase was extracted again with ethyl acetate (137 mL)Combined with organic saturated brine washed twice (137mL), dried over sodium sulfate,After concentration, the crude key intermediate compound 11 (53.86 g, 87%) was re-crystallized with petroleum ether ethyl acetate.

219823-47-9, 219823-47-9 (R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate 13837325, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Zheng Xuchun; Zhang Yiping; Wu Yihua; (18 pag.)CN107163092; (2017); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem