Category: 111769-27-8

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

To a mixture of l-(5-chloro-6-methyl-l-(quinolin-2-yl)-lH-benzo[111769-27-8

As the paragraph descriping shows that 111769-27-8 is playing an increasingly important role.

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.111769-27-8,(R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

(R)-(+)-3-Aminotetrahydrofuran toluene-4-sulfonate (2.0 g, 7.7 mmol) was added to a suspension of (2S)-2-(4-bromophenyl)-4-((lR)-l-phenylethyl)morpholine (2.4 g, 6.9 mmol), palladium acetate (65 mg, 0.29 mmol), 2-(di-t-butylphosphino)biphenyl (170 mg, 0.57 mmol), and sodium tert-butoxide (3.4 g, 35.4 mmol) in tert-butanol (50 ml) at room temperature. After heating at 90 C for 6 hours, the resulting suspension was passed through a Celite column. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel chromatography eluting 5-10% methanol in chloroform to afford 4-((lR)-l-phenylethyl)-(2S)-2-(4-(N-((3R)-tetrahydrofuran-3-yl)amino)phenyl)morpholine (1.3 g, 53%) as white crystals. iH-NMR(CDCl3) 8 : 1.35 (3H, d, J=6.8 Hz), 2.04-2.16 (4H, m), 2.55-2.62 (lH, m), 3.08-3.12 (1H, m), 3.33-3.38 (lH, m), 3.67-3.93 (5H, m) ,3.98-4.02 (1H ,m) ,4.46-4.58 (2H ,m) ,6.57 (2H , d, J=7.2 Hz), 6.83 (lH, d, J=9.0 Hz), 7.21-7.33 (7H, m)

111769-27-8, As the paragraph descriping shows that 111769-27-8 is playing an increasingly important role.

Reference£º
Patent; MITSUBISHI PHARMA CORPORATION; SANOFI-AVENTIS; WO2006/28290; (2006); 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.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

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

4-(3-Cyclopropylmethyl-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydroindazol-1-yl)-2,5-difluorobenzonitrile (95 mg, 0.27 mmol), R-(+)-3-aminotetrahydrofuran toluene-4-sulfonate (70 mg, 0.27 mmol), and diisopropylamine (0.1 mL, 0.6 mmol) were combined in DMSO (0.5 mL). The reaction was stirred at 100 C. for 48 hours and then cooled to 25 C., and EtOH (2 mL), 1 M NaOH (0.4 mL), and 30% aqueous H2O2 (0.4 mL) were added. The reaction was stirred at 25 C. for 1 hour. It was diluted with EtOAc (20 mL), and washed with 2 M HCl (2¡Á20 mL). The organic portion was dried over Na2SO4 and concentrated. Purification by gradient flash chromatography provided (R)-4-(3-(cyclopropylmethyl)-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indazol-1-yl)-5-fluoro-2-(tetrahydrofuran-3-ylamino)benzamide (43 mg, 36%) as a yellow solid (LC/MS m/z=441.1 [M+H]+). 1H NMR (DMSO, 20 C., 400 MHz) delta (ppm) 8.13 (d, 1H), 7.87 (b, 1H), 7.59 (d, 1H), 7.32 (b, 1H), 6.61 (d, 1H), 3.98-3.91 (m, 1H), 3.70-3.60 (m, 2H), 3.59-3.51 (m, 1H), 3.37-3.30 (m, 1H), 2.54 (d, 2H), 2.50 (s, 2H), 2.16 (s, 2H), 2.10-1.99 (m, 1H), 1.58-1.50 (m, 1H), 1.00-0.90 (m, 1H), 0.83 (s, 6H), 0.24-0.18 (m, 2H), 0.03-0.02 (m, 2H)., 111769-27-8

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

Reference£º
Patent; Huang, Kenneth He; Ommen, Andy J.; Barta, Thomas E.; Hughes, Philip F.; Veal, James; Ma, Wei; Smith, Emilie D.; Woodward, Angela R.; McCall, W. Stephen; US2008/269193; (2008); 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

Example 163 (2S,5R)-5-ethynyl-1-((3R)-N-tetrahydrofuran-3-ylglycyl)pyrrolidine-2-carbonitrile To a stirred solution of Example 8D (0.03 g, 0.153 mmol) and potassium carbonate (0.2 g, 1.53 mmol) in acetonitrile (2 mL), at room temperature under nitrogen was added R(+)-3-aminotetrahydrofuran toluene-4-sulfonate (0.08 g, 0.32 mmol). The reaction mixture was stirred overnight and then concentrated under reduced pressure. The residue was flash chromatographed with 2% MeOH/CH2Cl2 to provide the desired compound as a pale yellow oil. MS (DCI) m/z 248 (M+H)+; 1H NMR (300 MHz, DMSO-d6) delta 1.5-2 (2H, m), 2.11-2.21 (2H, m), 2.45-2.48 (2H, m), 3.78 (1H, d), 3.8-4.5 (2H, m), 4.53-4.55 (1H, t), 5.01 (1H, m), 5.05 (1H, m), 5.43-5.9 (4H, m).

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

Reference£º
Patent; Madar, David J.; Djuric, Stevan W.; Michmerhuizen, Melissa J.; Kopecka, Hana A.; Li, Xiaofeng; Longenecker, Kenton L.; Pei, Zhonghua; Pireh, Daisy; Sham, Hing L.; Stewart, Kent D.; Szczepankiewicz, Bruce G.; Wiedeman, Paul E.; Yong, Hong; US2005/215784; (2005); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem