Simple exploration of 85064-61-5

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, aTetrahydropyrans compound, is more and more widely used in various.

85064-61-5,85064-61-5, Tetrahydropyranyl-4-acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of 0.55 g of LiAlH4 (13.9 mmol) in THF (10 mL) is added dropwise a solution of 2 g (13.9 mmol) of Compound 17 in THF (10 mL) under nitrogen atmosphere. Upon complete addition, the reaction is stirred at room temperature for 18 h. The reaction is cooled in an ice-bath and quenched with addition of 1M aqueous NH4Cl solution (2 mL). The resulting precipitate is removed by filtration through Celite and is rinsed with ethyl acetate (3¡Á100 mL). The filtrate is dried over Na2SO4, filtered and concentrated under reduced pressure to afford 1.63 g of Compound 18 as a colorless oil. Yield: 90%; ES-MS m/z 131 [M+H]; 1H-NMR (500 MHz, CHLOROFORM-d) delta ppm 1.29 (2H, qd, J=12.08, 4.04 Hz), 1.50 (2H, qd, J=6.71, 1.37 Hz), 1.55-1.73 (3H, m), 1.95-2.07 (1H, m), 3.37 (2H, t, J=11.83 Hz), 3.66 (2H, t, J=6.03 Hz), 3.92 (2H, dd, J=11.44, 4.12 Hz).

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/71196; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 85064-61-5

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, aTetrahydropyrans compound, is more and more widely used in various.

85064-61-5, Tetrahydropyranyl-4-acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

85064-61-5, General procedure: To(1S,1?S)-1,1?-(5,5?-([1,1?-biphenyl]-4,4?-diyl)bis(1H-imidazole-5,2-diyl))bis(2,2-dimethylpropan-1-amine)tetrahydrochloride(75 mg, 0.124 mmol) was added3-hydroxy-2,2,3-trimethylbutanoic acid(38.2 mg, 0.261 mmol) inDMF(3 mL) followed byDIPEA(0.174 mL, 0.996 mmol) at 0¡ã C. ThenHATU(97 mg, 0.255 mmol) was added and stirred from 0¡ã C. to RT for 6 h. The crude was dissolved inEtOAc(50 mL), washed with saturated NH4Cl (25 mL), 10percent NaHCO3(25 mL), brine (25 mL), dried over Na2SO4and concentrated under reduced pressure. The crude material was purified by reverse phase HPLC (ACN/water/TFA) to getTFA saltof Example B-69 (30 mg) as awhitesolid. HPLC (Condition B-1 and B-2): >97percent homogeneity index. LC/MS (Condition B-12): Rt=2.13 min.1H NMR (MeOD, delta=3.34 ppm, 400 MHz): delta 7.92-7.85 (m, 10H), 4.94 (s, 2H), 1.28 (s, 18H), 1.16 (s, 12H), 1.15 (s, 12H). LC/MS:Anal. Calcd. for [M+H]+C42H61N6O4: 713.47; found 713.3. Example B-90-147 were prepared in a similar fashion starting from (1S,1?S)-1,1?-(5,5?-([1,1?-biphenyl]-4,4?-diyl)bis(1H-imidazole-5,2-diyl))bis(2,2-dimethylpropan-1-amine)tetrahydrochloride and appropriate acids according to the procedure described for Example B-69.

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Hewawasam, Piyasena; Lopez, Omar D.; Tu, Yong; Wang, Alan Xiangdong; Xu, Ningning; Kadow, John F.; Meanwell, Nicholas A.; Gupta, Samayamuthula Venkata Satya Arun Kumar; Kumar, Indasi J. Gopi; Ponugupati, Suresh Kumar; Belema, Makonen; US2015/23913; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 85064-61-5

As the paragraph descriping shows that 85064-61-5 is playing an increasingly important role.

85064-61-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85064-61-5,Tetrahydropyranyl-4-acetic acid,as a common compound, the synthetic route is as follows.

General procedure: Step 5a: The mixture of the crude compound 11a (1.0 eq) orcompound 11b (1.0 eq), HATU (1.5 eq), different acid (1.1 eq) andDIPEA (3.0 eq) in DCM was stirred at room temperature overnightunder N2 atmosphere. When the starting material wasconsumed completely, the mixture was washed with saturatedNaHCO3 solution and water, dried over anhydrous sodium sulfate,filtered and the filtrate was concentrated under reducedpressure to afford the crude product, which was purified bycolumn chromatography to afford the target compounds (2a, 2d,3a-3d,4a-4d, 5a, 5b, 5e-5h and 6a-6f). Enantiomers (S)-5c and(R)-5d were obtained by chiral HPLC separation of 5b.

As the paragraph descriping shows that 85064-61-5 is playing an increasingly important role.

Reference£º
Article; Tian, Jinlong; Sun, Nannan; Yu, Mingcheng; Gu, Xianfeng; Xie, Qiong; Shao, Liming; Liu, Jin; Liu, Li; Wang, Yonghui; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 37 – 48;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 85064-61-5

The synthetic route of 85064-61-5 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.85064-61-5,Tetrahydropyranyl-4-acetic acid,as a common compound, the synthetic route is as follows.

85064-61-5, To an ice-cold solution of 2-(tetrahydro-2H-pyran-4-yl)acetic acid (150 mg, 1.0 mmol) in 3 mL of CH2Cl2 was added oxalyl chloride (0.11 mL, 1.2 mmol) followed by addition of one drop of DMF. The reaction mixture was allowed to warm to a room temperature over 4 hours, then concentrated to dryness under reduced pressure and kept on a high vacuum line for an hour. The crude mixture was used in the next step without further purification.

The synthetic route of 85064-61-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Forma Therapeutics, Inc.; Lin, Jian; Ericsson, Anna; Campbell, Ann-Marie; Gustafson, Gary; Wang, Zhongguo; Diebold, R Bruce; Ashwell, Susan; Lancia, JR., David R.; Caravella, Justin Andrew; Lu, Wei; (171 pag.)US2016/83365; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 85064-61-5

The synthetic route of 85064-61-5 has been constantly updated, and we look forward to future research findings.

85064-61-5, Tetrahydropyranyl-4-acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,85064-61-5

At room temperature, to the containing (3-(3-amino-5-chloro-2-methylbenzyl)-3,8-diazabicyclo[3.2.1]octan-8-yl) tetrahydro-2H-pyran-4-yl methanone (45.0 mg, 0 . 12 mmol) in dichloromethane solution, adding N, N – diisopropyl ethylamine (46.4 mg, 0 . 36 mmol) and tetrahydropyran-4-acetic acid (18.7 mg, 0 . 13 mmol), addition of HATU (114.0 mg, 0.3 mmol), after the adding of, for stirring at room temperature overnight the reaction. After the reaction is complete, the solvent is removed under reduced pressure, the residue by silica gel column chromatography (petroleum ether: ethyl acetate=5:1 – 1:1) and thick preparation plate to obtain the colorless solid compound 20.0 mg, yield 33.1percent.

The synthetic route of 85064-61-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Fudan University; Wang Yonghui; Tian Jinlong; Yu Mingcheng; (29 pag.)CN109134476; (2019); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 85064-61-5

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, aTetrahydropyrans 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.85064-61-5,Tetrahydropyranyl-4-acetic acid,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 8 (0.2 mmol, 1 equiv) in CH2Cl2 (2 mL) were added TEA (0.6 mmol, 3 equiv), N,N,N?,N?-tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate (HBTU, 0.26 mmol, 1.3 equiv) and the appropriate carboxylic acid (1.25 equiv). The reaction was stirred overnight and then concentrated. Flash chromatography, using a silicagel column with a gradient of 0?100percent EtOAc/hexanes, provided the purified amide.

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Article; Amato, George; Wiethe, Robert; Manke, Amruta; Vasukuttan, Vineetha; Snyder, Rodney; Runyon, Scott; Maitra, Rangan; Bioorganic and Medicinal Chemistry; vol. 27; 16; (2019); p. 3632 – 3649;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 85064-61-5

The synthetic route of 85064-61-5 has been constantly updated, and we look forward to future research findings.

85064-61-5, Tetrahydropyranyl-4-acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of (rac)-ethyl 4,5-dimethyl-17-[3-(naphthalen-1-yloxy)propyl]-7,8,9,14-tetrahydro-5H- indolo[1 ,7-bc]pyrazolo[4,3-e][2,8]benzodiazacycloundecine-16-carboxylate (see intermediate 31, 150 mg, 251 mihoI), (1H-benzotriazol-1-yloxy)(tripyrrolidin-1-yl)phosphonium hexafluorophosphate (143 mg, 276 pmol), tetrahydro-2H-pyran-4-ylacetic acid (CAS 85064-61- 5, 39.7 mg, 276 pmol) and N,N-diisopropylethylamine (87 mI, 500 mmol) in DMF (3 ml_) was stirred at ambient temperature for 90 minutes. After removal of all volatiles, the residue was subjected to flash chromatography (Biotage SNAP cartridge silica, dichloromethane/ethanol gradient, 0% -> 10% ethanol) to give the title compound (177 mg).LC-MS (Method 2): Rt= 1.70 min; MS (ESIpos) : m/z = 726 [M+H]+1H-NMR (400 MHz, DMSO-d6) d [ppm]: 0.884 (1.91), 0.902 (3.95), 0.920 (1.91), 0.992 (0.60), 1.009 (0.64), 1.035 (7.16), 1.052 (16.00), 1.070 (8.00), 1.165(1.17), 1.185(1.27), 1.196 (1.17), 1.220 (3.92), 1.237 (7.67), 1.255 (3.51), 1.564 (0.90), 1.598 (0.84), 1.626 (0.94), 1.658 (0.80), 1.726 (9.47), 1.791 (0.44), 1.985 (0.67), 2.065 (5.29), 2.084 (1.07), 2.092 (0.50), 2.308 (1.64), 2.322 (2.91), 2.327 (3.21), 2.331 (2.48), 2.336 (1.74), 2.388 (1.10), 2.402 (1.07), 2.420 (1.54), 2.438 (1.67), 2.456 (1.37), 2.518 (7.67), 2.523 (4.99), 2.665 (1.44), 2.669 (1.97), 2.673 (1.44), 3.245 (0.97), 3.257 (1.07), 3.274 (1.81), 3.281 (1.67), 3.370 (1.51), 3.388 (2.11), 3.405 (2.18), 3.417 (1.57), 3.422 (3.62), 3.435 (3.62), 3.440 (3.45), 3.452 (3.48), 3.457 (1.17), 3.469 (1.10), 3.499 (1.07), 3.535 (1.24), 3.547 (1.04), 3.589 (0.97), 3.716 (1.24), 3.771 (10.64), 3.802 (1.64), 3.816 (1.37), 4.202 (0.57), 4.217 (0.97), 4.226 (1.27), 4.242 (2.74), 4.260 (3.51), 4.274 (2.61), 4.277 (2.54), 4.344 (2.38), 4.356 (4.52), 4.369 (2.18), 4.582 (0.87), 4.623 (0.80), 5.052 (0.54), 5.087 (0.50), 5.345 (0.94), 5.387 (1.44), 5.522 (1.51), 5.564 (0.94), 5.759 (4.02), 6.446 (1.17), 6.466 (1.24), 6.804 (0.40), 6.821 (0.54), 6.837 (1.71), 6.855 (1.87), 6.916 (2.01), 6.934 (2.64), 6.949 (1.14), 6.969 (0.67), 7.028 (1.77), 7.048 (2.71), 7.066 (1.84), 7.075 (1.71), 7.090 (3.25), 7.108 (0.67), 7.168 (0.77), 7.381 (1.94), 7.402 (3.65), 7.421 (2.88), 7.461 (3.92), 7.482 (2.18), 7.504 (0.60), 7.517 (1.77), 7.523 (2.78), 7.531 (3.15), 7.541 (2.91), 7.546 (1.87), 7.559 (0.74), 7.727 (0.50), 7.746 (2.1 1 ), 7.765 (1.64), 7.868 (2.14), 7.878 (0.90), 7.885 (1 .74), 7.892 (1 .71 ), 8.267 (1 .41 ), 8.273 (1.14), 8.290 (1.10).

The synthetic route of 85064-61-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; THE BROAD INSTITUTE, INC.; THEDE, Kai; MENGEL, Anne; CHRIST, Clara; KUHNKE, Joachim; JOHANNES, Sarah, Anna, Liesa; BUCHGRABER, Philipp; KLAR, Ulrich; SACK, Ulrike; KAULFUSS, Stefan; FERNANDEZ-MONTALVAN, Amaury, Ernesto; WERBECK, Nicolas; MOeNNING, Ursula; FERRARA, Steven, James; SERRANO-WU, Michael, H.; LEMKE, Chris; MCKINNEY, David; FITZGERALD, Mark; NASVESCHUK, Christopher; LAZARSKI, Kiel; FURST, Laura; WEI, Guo; MACCARREN, Patrick, Ryan; HARVEY, Rebecca, Ann; WILSON, Craig; (406 pag.)WO2019/96907; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 85064-61-5

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, aTetrahydropyrans compound, is more and more widely used in various.

85064-61-5, Tetrahydropyranyl-4-acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 8 (0.2 mmol, 1 equiv) in CH2Cl2 (2 mL) were added NEt3 (0.6 mmol, 3 equiv), N,N,N?,N?-tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate (HBTU, 0.26 mmol, 1.3 equiv) and the appropriate carboxylic acid (1.25 equiv). The reaction was stirred overnight and then concentrated. The crude material was purified by silica gel column chromatography using a gradient of 0-100percent EtOAc/hexanes.

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Article; Amato, George S.; Manke, Amruta; Vasukuttan, Vineetha; Wiethe, Robert W.; Snyder, Rodney W.; Runyon, Scott P.; Maitra, Rangan; Bioorganic and Medicinal Chemistry; vol. 26; 15; (2018); p. 4518 – 4531;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 85064-61-5

The synthetic route of 85064-61-5 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.85064-61-5,Tetrahydropyranyl-4-acetic acid,as a common compound, the synthetic route is as follows.

At room temperature, to the containing 1-(3-(3-amino-5-chloro-2-methylbenzyl)-3,8-diazabicyclo[3.2.1]octan-8-yl)-2-cyclobutylethan-1-one (150.0 mg, 0 . 42 mmol) in dichloromethane solution, adding N, N – diisopropyl ethylamine (160.8 mg, 1 . 25 mmol) and tetrahydropyran-4-acetic acid (66.3 mg, 0 . 46 mmol), addition of HATU (399.2 mg, 1 . 05 mmol), after the adding of, for stirring the reaction overnight at room temperature. After the reaction is complete, the solvent is removed under reduced pressure, the residue by silica gel column chromatography (petroleum ether: ethyl acetate=5:1 – 1:1) and thick preparation plate purification to obtain white solid compound 15.0 mg, yield 7.3percent.

The synthetic route of 85064-61-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Fudan University; Wang Yonghui; Tian Jinlong; Yu Mingcheng; (29 pag.)CN109134476; (2019); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 85064-61-5

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, aTetrahydropyrans 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.85064-61-5,Tetrahydropyranyl-4-acetic acid,as a common compound, the synthetic route is as follows.

Lambda^Lambda^-dimethylformamide (0.27 mL, 3.47 mmol) was added to a solution of tetrahydropyranyl-4-acetic acid (5.0 g, 34.7 mmol) and thionyl chloride (2.53 mL, 34.7 mmol) in DCM (200 mL) at 0 ¡ãC. After stirring 1 h at RT the solution was cooled to 0 ¡ãC. 7V-Ethyl-A sopropylpropan-2 -amine (15.14 mL, 87 mmol) was added, followed by 4- bromoaniline (5.97 g, 34.7 mmol) in 20 mL DCM were added slowly and the solution was stirred at 0 ¡ãC. After 1 h the reaction was diluted with saturated ammonium chloride and the organics were removed. Ethyl acetate was added and the layers were separated. The aqueous layer was extracted with EtOAc. The combined organic extracts were washed with water, saturated sodium chloride, and dried over sodium sulfate. The solution was filtered and concentrated in vacuo to give the crude material N-(4- bromophenyl)-2-(tetrahydro-2//-pyran-4-yl)acetamide as a tan solid.

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; AMGEN INC.; PARAS, Nick A,; BROWN, James; CHENG, Yuan; HITCHCOCK, Stephen; JUDD, Ted; LOPEZ, Patricia; MINATTI, Ana Elena; NIXEY, Thomas; POWERS, Timothy; TEGLEY, Christopher M.; XUE, Qiufen; YANG, Bryant; ZHONG, Wenge; WO2011/90911; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics