Some tips on 127956-11-0

127956-11-0, The synthetic route of 127956-11-0 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.127956-11-0,Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of methyl 4-oxooxane-3-carboxylate (550 mg, 3.480 mmol, 1.00 equiv) in diethyl ether (20 ml_) at 0 C was added sodium hydride (208 mg, 5.200 mmol, 1.50 equiv, 60%) and the mixture was stirred at 15 C for 1 h. T riflic anhydride (1.50 g, 5.320 mmol, 1.53 equiv) was then added and resulting mixture was stirred overnight at 15 C. The reaction was quenched by the addition of water and the resulting solution was extracted with ethyl acetate (3 x 10 ml_) and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum to yield methyl 4- [(trifluoromethane)sulfonyloxy]-5,6-dihydro-2H-pyran-3-carboxylate as yellow oil.

127956-11-0, The synthetic route of 127956-11-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; LANTER, James C.; WALL, Mark; SUI, Zhihua; (0 pag.)WO2019/171278; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 4295-99-2

The synthetic route of 4295-99-2 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.4295-99-2,4-Cyanotetrahydro-4H-pyran,as a common compound, the synthetic route is as follows.

Ethyl tetrahydro-2H-pyran-4-carbimidate hydrochloride (1.646 g, 8.50 mmol) was suspended in DCM (21.25 mL) and cooled to 0 C. Pyridine (3.09 mL, 38.2 mmol) was added and the solution was stirred for 15 min. Ethyl chloroformate (1.384 g, 12.75 mmol) was added dropwise. The reaction mixture was allowed to warm to RT and stir overnight. The reaction mixture was diluted with 50 % hexane/EtOAc and the resulting suspension was filtered through a plug of diatomaceous earth. The filtrate was concentrated under reduced pressure and the residue dried under high vacuum for several hours to yield ethyl N-ethoxycarbonyltetrahydro-2H-pyran- 4-carbimidate (1.80 g, 92 %). H NMR (400 MHz, DMSO-d6): delta 4.12 (m, 2 H), 4.07 (m, 2 H), 3.85-3.83 (m, 2 H), 3.31-3.24 (m, 2 H), 2.69-2.68 (m, 1 H), 1.69-1.68 (m, 4 H), 1.23 (m, 6 H)., 4295-99-2

The synthetic route of 4295-99-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DECIPHERA PHARMACEUTICALS, LLC; BRANDT, Gary E. L.; TELIKEPALLI, Hanumaiah; CALDWELL, Timothy Malcolm; SAMARAKOON, Thiwanka; FLYNN, Daniel L.; KAUFMAN, Michael D.; WO2014/145023; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 1197-66-6

1197-66-6, As the paragraph descriping shows that 1197-66-6 is playing an increasingly important role.

1197-66-6, 2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 10 mL round bottom flask was added ketone compound A (700 mg, 4.48 mmol), acetic acid (26.0 muL, 0.452 mmol), ethyl cyanoacetate (477 muL, 4.48 mmol) and piperidine (45.0 muL, 0.452 mmol) Was added at 0C. After the temperature was changed to room temperature, acetic acid (26.0 L, 0.452 mmol) and piperidine (45.0 L, 0.452 mmol) were added one more time. After stirring at room temperature for 1.5 hours, sodium bicarbonate aqueous solution (3 mL) was added to the resulting suspension, which was extracted three times with ethyl acetate (3 mL). The organic layer was collected, water was removed with anhydrous sodium sulfate, filtered and concentrated. The resulting solution was separated by silica gel column chromatography (hexanes / EtOAc, 5: 1) to obtain ethyl 2-cyano-2-(2,2,6,6-tetramethyldihydro-2H-pyran-4(3H)-ylidene)acetate, compound B) (586 mg, 2.33 mmol, 52%).

1197-66-6, As the paragraph descriping shows that 1197-66-6 is playing an increasingly important role.

Reference£º
Patent; Research Business Foundation SUNGKYUNKWAN UNIVERSITY; Jae, Youl Cho; Yang, Woo Seok; Baek, Kwang Soo; Sung, Nak Yoon; Lee, Yun Mi; Mun, Bo Hyun; (34 pag.)KR2017/88140; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 61363-56-2

The synthetic route of 61363-56-2 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.61363-56-2,2H-Pyran-3,5(4H,6H)-dione,as a common compound, the synthetic route is as follows.,61363-56-2

EXAMPLE 25A Methyl 4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate A mixture of tetrahydropyran-3,5-dione (Terasawa, J. Org. Chem. (1977), 42, 1163-1169) (1.4 g, 12 mmol), 3-bromo-4-fluorobenzaldehyde (3.0 g, 15 mmol), methyl 3-aminocrotonate (1.4 g, 12 mmol) and ethyl alcohol (10 mL) was processed as described in Example 2A. Purification by flash chromatography over silica gel (1% then 2% and then 5% methyl alcohol/methylene chloride) provided the title compound (2.4 g) as a solid. mp 206-208.

The synthetic route of 61363-56-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Abbott Laboratories; US6642222; (2003); B2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 1768-64-5

The synthetic route of 1768-64-5 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.1768-64-5,4-Chlorotetrahydropyran,as a common compound, the synthetic route is as follows.

[0001] A stirred mixture of (S)-(+)-prolinol (0.414 g, 3.99 mmol), NiCl2-glyme (0.449 g, 1.99mmol), phenyl boronic acid (3.04 g, 24.98 mmol) and KHMDS (6.6 g, 33.3 mmol) was submitted tofew cycles of vacuum/argon flow. i-PrOH (40 mL) was added and the resulting mixture was stirred atroom temperature for 10 min, then 4-chlorotetrahydropyran (1.75 mL, 16.6 mmol) was addeddropwise. The resulting yellowish mixture was heated at 65 C for 50 h, then cooled at roomtemperature, diluted with EtOAc (200 mL) and washed with 10 % HCl solution (30 mL), sat. NaHCO3solution (30 mL x 2) and brine (40 mL). The organic layer was dried over Na2SO4, filtered andconcentrated to dryness to afford a solid crude (2.5 g). Purification by typical silica gel flashchromatography using a Teledyne ISCO apparatus (cyclohexane/TBME from 100:0 to 80:20) affordedthe pure title compound (1.29 g, 48%), as a liquid. Rt = 2.36 min. 1H NMR (CDCl3): delta 7.40-7.28 (m,2H), 7.24-7.19 (m, 3H), 4.20-4.07 (m, 2H), 3.57 (td, 2H, J = 11.5, 2.5 Hz), 2.80 (tt, 1H, J = 11.5, 4.2Hz), 1.94-1.75 (m, 4H), 1768-64-5

The synthetic route of 1768-64-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Nuzzi, Andrea; Fiasella, Annalisa; Ortega, Jose Antonio; Pagliuca, Chiara; Ponzano, Stefano; Pizzirani, Daniela; Bertozzi, Sine Mandrup; Ottonello, Giuliana; Tarozzo, Glauco; Reggiani, Angelo; Bandiera, Tiziano; Bertozzi, Fabio; Piomelli, Daniele; European Journal of Medicinal Chemistry; vol. 111; (2016); p. 138 – 159;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 108-55-4

The synthetic route of 108-55-4 has been constantly updated, and we look forward to future research findings.

108-55-4, Dihydro-2H-pyran-2,6(3H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

108-55-4, In a milliliter three-necked flask, 200 ml of fluorobenzene was added, Then aluminum trichloride (59.4 g, 0.45 mol) was added,And cooled to 15 C with an ice bath, Then, the solution of glutaric anhydride (30 g, 0.3 mol) in fluorobenzene (100 ml) was added dropwise at 15 C, After completion of the dropwise reaction at 30 C for 5 hours,Cold to about 0 deg C, Dropping 200 ml of 1 M hydrochloric acid, Note that the temperature during the dropwise process does not exceed 20 C. After completion of the dropwise addition, the reaction solution was added to a large amount of ice water, Precipitation of solids, filter, Wash the filter cake with steamed water, The filter cake was then added to 800 ml of saturated sodium bicarbonate solution and stirred at room temperature for 1 h, filter, The filtrate was added with activated carbon decolorization. Concentrated hydrochloric acid to adjust the PH value to 1, Solid precipitation, Filter and wash the filter cake with water, After drying, 51.7 g of white solid compound I, Yield 82%.

The synthetic route of 108-55-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Suzhou Puluoda Biological Science and Technology Co., Ltd.; Luo, Ruixue; (14 pag.)CN106397292; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 108-55-4

The synthetic route of 108-55-4 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.108-55-4,Dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

A flask was charged with AlCl3 (77.17 mmol, 10.29 g, 2.15 equiv) and dry CH2Cl2 (25 ml) under calcium chloride guard tube and the formed suspension was stirred on ice bath. Subsequently, a solution of glutaric anhydride 10 (35.8 mmol, 4.08 g) in dry CH2Cl2 (12 ml) was added dropwise (t < 8 C). The resulting mixture was stirred on ice bath for 30 minutes and fluorobenzene 11c (35.1 mmol, 3.37 g, 1.0 equiv) was carefully added afterwards. The cooling bath was removed and the mixture was stirred at room temperature for 19 hours, then it was carefully quenched with ice water (20 ml), conc. H2SO4 (10 ml) and again with ice water (60 ml), the aqueous layer was extracted with ethyl acetate (1 x 200 ml, 1 x 100 ml, 1 x 70 ml), the combined organics were washed with half-saturated brine (200 ml), dried over Na2SO4, filtered and concentrated. The crude product was crystallized from ethyl acetate to provide 5-(4-fluorophenyl)-5-oxopentanoic acid (3.80 g, 51%) as a yellow-brown powder;3 mp 141-142 C; 1H NMR (300 MHz, CDCl3): delta = 2.08 (m, 2H), 2.51 (t, J = 7.2 Hz, 2H), 3.05 (t, J = 7.2 Hz, 2H), 7.13 (m, 2H), 7.99 (m, 2H). 5-(4-Fluorophenyl)-5-oxopentanoic acid (16.7 mmol, 3.50 g), paraformaldehyde (50.0 mmol, 1.50 g, 3.0 equiv) and piperidine (0.32 ml, 0.2 equiv) were dissolved/suspended in pyridine (15 ml) and stirred at 70 C for 21 hours. Afterwards, the mixture was poured into 1M H2SO4 (340 ml), the aqueous layer was extracted with ethyl acetate (4 x 100 ml), the combined organics were dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on silica gel (EA/hexanes = 1/1 + 0.5% AcOH). The obtained product was repeatedly coevaporated with toluene (4 x 25 ml) under reduced pressure to remove the residual AcOH, yielding 4-(4-fluorobenzoyl)pent-4-enoic acid 9c (3.33 g, 90%) as an orange solid; mp 81-82 C; 1H NMR (300 MHz, CDCl3): delta = 2.62 (t, J = 7.2 Hz, 2H), 2.80 (t, J = 7.2 Hz, 2H), 5.65 (s, 1H), 5.92 (s, 1H), 7.12 (dd, J = 8.7, 8.7 Hz, 2H), 7.78 (dd, J = 5.7, 8.7 Hz, 2H), 10.74 (bs, 1H); 13C NMR (75 MHz, CDCl3): delta = 27.3, 32.5, 115.3 (d, JCF = 21.8 Hz), 126.7, 132.0 (d, JCF = 9.0 Hz), 133.7, 145.9, 165.3 (d, JCF = 252.5 Hz), 178.9, 196.2, 108-55-4

The synthetic route of 108-55-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sivak, Ivan; Berke?, Du?an; Ko?i?ek, Jozef; Kolarovi?, Andrej; Tetrahedron Letters; vol. 57; 10; (2016); p. 1079 – 1082;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 61363-56-2

The synthetic route of 61363-56-2 has been constantly updated, and we look forward to future research findings.

61363-56-2, 2H-Pyran-3,5(4H,6H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,61363-56-2

EXAMPLE 48 4-(3-bromo-4-fluorophenyl)-1,2-dimethyl-1,2,4,9-tetrahydropyrano[3,4-b]pyrazolo[4,3-e]pyridine-3,5(6H,8H)-dione 2H-Pyran-3,5-(4H,6H)-dione (0.08 g, 0.7 mmol), 3-bromo-4-fluorobenzaldehyde (0.14 g, 0.7 mmol), and 5-amino-1,2-dimethyl-1,2-dihydro-3H-pyrazol-3-one (0.09 g, 0.7 mmol) in ethyl alcohol (2 mL) were heated at 80 C. for 24 hours in a sealed tube. The reaction mixture was allowed to cool to ambient temperature and then filtered to provide the title compound (0.11 g). 1H NMR (300 MHz, DMSO-6) delta 3.0 (s,3H), 3.12 (s, 3H), 4.12 (s, 1H), 4.52 (q, 2H), 4.78 (s, 1H), 7.23 (m, 2H), 7.48 (dd, 1H), 10.18 (s, 1H); MS (ESI-) m/z 408 (M+H.)-.

The synthetic route of 61363-56-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Drizin, Irene; Altenbach, Robert J.; Carroll, William A.; US2002/7059; (2002); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 23462-75-1

23462-75-1, 23462-75-1 Dihydro-2H-pyran-3(4H)-one 90109, aTetrahydropyrans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23462-75-1,Dihydro-2H-pyran-3(4H)-one,as a common compound, the synthetic route is as follows.

[01 77j Synthesis of ethyl 6,7-dihydro-5H-thieno [3 ,2-b]pyran-2-carboxylatewas similar to that of ethyl 6,7-dihydro-4H-thieno[3,2-c]pyran-2-carboxylate in Example 3, except dihydro-2H- pyran-3(4H)-one was substituted for dihydro-2H-pyran-4(3H)-one. The residue was purified by column chromatography (silica, petroleum ether/EtOAc = 8:1) to give product ethyl 6,7-dihydro- 5H-thieno[3,2-b]pyran-2-carboxylate (319 mg, yield: 30%) as a white liquid. ESI-MS (M+H):213.1. ?H NMR (400 MHz, CDC13) (5: 7.26 (s, 1H), 4.31 (q, J = 7.2 Hz, 2H), 4.17 (t, J = 5.2 Hz, 2H), 2.79 (t, J = 6.8 Hz, 2H), 2.08-2.02 (m, 2 H), 1.35 (t, J = 6.8 Hz, 3H).

23462-75-1, 23462-75-1 Dihydro-2H-pyran-3(4H)-one 90109, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 101691-94-5

The synthetic route of 101691-94-5 has been constantly updated, and we look forward to future research findings.

101691-94-5, 4-(Iodomethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

All starting materials were evaporated with toluene several times and all glassware was dried in an oven overnight. To a -78 C. solution of LiHMDS (5.91 mL, 5.91 mmol) in THF (15 mL) was added dropwise a solution of Part A(iv) compound(1.0 g, 2.81 mmol) in THF (15 mL) over 15 min. The reaction was stirred at -78 C. for 15 min, then was warmed to 0 C. for 45 min and recooled to -78 C. Distilled DMPU (0.714 mL, 5.91 mmol) was added and the reaction was stirred at -78 C. for 15 min, after which Part A(v) iodide (0.954 g, 4.22 mmol) was added. The reaction was stirred at -78 C. for 1 h, then was slowly warmed to RT and stirred for 18 h. The reaction was quenched with sat. aqueous NH4Cl (10 mL) and diluted with EtOAc. The mixture was washed with H2O. The aqueous layer was extracted with EtOAc, and the combined organic extracts were washed with brine, dried [MgSO4] and concentrated in vacuo to give Part A(vi) compound (1.3 g, 100%) as a yellow oil., 101691-94-5

The synthetic route of 101691-94-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bristol-Myers Squibb Company; US2008/9465; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics