Downstream synthetic route of 1194-16-7

1194-16-7 2,2-Dimethyltetrahydropyran-4-one 1738159, aTetrahydropyrans compound, is more and more widely used in various fields.

1194-16-7, 2,2-Dimethyltetrahydropyran-4-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1194-16-7, A) 4-(methoxymethylene)-2,2-dimethyltetrahydro-2H-pyran Thereto was added (methoxymethyl)triphenylphosphonium chloride (17.0 g), and the mixture was dried under reduced pressure at 100C for 1 hr. Under a nitrogen atmosphere, dehydrated THF (80 mL) was added, and potassium tert-butoxide (5.40 g) was further added at -30C. After 40 min, to the reaction mixture was added dropwise a solution of 2,2-dimethyltetrahydropyran-4-one (5.20 g) in dehydrated THF (5.0 mL) over 15 min, and the mixture was stirred at room temperature for 4 hr. To the reaction mixture was added aqueous ammonium chloride solution, and the mixture was extracted with diethyl ether. The extract was washed with saturated brine, and dried. The solvent was evaporated, and the residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give an isomer mixture (E:Z = 1:1, 4.00 g) of the title compound as a colorless transparent oil. 1H NMR(400 MHz, CDCl3) delta 1.18 (6H, s), 1.20 (6H, s), 1.92 (2H, d, J = 1.2 Hz), 1.98-2.02 (2H, m), 2.17 (2H, d, J = 0.8 Hz), 2.23-2.26 (2H, m), 3.54 (3H, s), 3.56 (3H, s), 3.64-3.70 (4H, m), 5.77-5.78 (1H, m), 5.92-5.93 (1H, m).

1194-16-7 2,2-Dimethyltetrahydropyran-4-one 1738159, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; EP2816032; (2014); A1;,
Tetrahydropyran – Wikipedia
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Downstream synthetic route of 5631-96-9

As the paragraph descriping shows that 5631-96-9 is playing an increasingly important role.

5631-96-9, 2-(2-Chloroethoxy)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5631-96-9, Example 19 (+-)-3-{1-[2-(Tetrahydro-2H-pyran-2-yloxy)ethyl]-trans-3,4-dimethylpiperidinyl}phenol To a solution of (+-)-3-(trans-3,4-dimethylpiperidinyl)phenol (60 mg, 0.29 mmol) in N,N-dimethylformamide (2.5 mL) at room temperature was added sodium hydrogencarbonate (27 mg, 0.32 mmol), sodium iodide (48 mg, 0.32 mmol) and 2-chloroethyl tetrahydro-2H-pyran-2-yl ether (52 mg, 0.32 mmol) in N,N-dimethylformamide (2.0 mL). The mixture was heated at 120 C. for 1.5 hours, cooled and then water (30 mL) and ethyl acetate (10 mL) were added. The two layers were separated and the aqueous layer was extracted with ethyl acetate (2*10 mL) and the combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to give a crude oil. This was purified by preparative HPLC on a Dynamax column, 42*250 mm; flow 8.0 mL min-1; employing U.V. detection at 275 nm; eluant gradient of acetonitrile:0.05 M aqueous ammonium acetate solution (90:10 to 10:90) to afford the title compound as its acetate salt. 1H-NMR (selected data from the acetate salt): 0.81 (d, 3H), 1.30 (s, 3H), 1.40-1.92 (m, 7H), 2.01-2.10 (m, 1H), 2.35 (m, 1H), 2.50-2.82 (m, 5H), 2.98 (m, 1H), 3.42-3.62 (m, 2H), 3.82-3.95 (m, 2H), 4.60 (m, 1H), 6.64 (d, 1H), 6.70-6.83 (m, 2H), 7.15 (t, 1H). MS (APCI+): m/z [MH+] 334.4; C20H31NO3+H requires 334.2.

As the paragraph descriping shows that 5631-96-9 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc.; US6518282; (2003); B1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 14774-37-9

14774-37-9, The synthetic route of 14774-37-9 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.14774-37-9,Tetrahydropyran-4-methanol,as a common compound, the synthetic route is as follows.

I: Toluene-4-sulfonic acid tetrahydropyran-4-ylmethyl ester Intermediate p-Toluenesulfonyl chloride (29.8 g, 157 mmol) was added portionwise to a mixture of tetrahydro-2H-pyran-4-yl-methanol (20.0 g, 172 mmol) and pyridine (25.2 ml, 313 mmol) in dichloromethane (200 ml). The mixture was stirred at room temperature for 17 h, then quenched with aqueous hydrochloric acid (2 M; 100 ml). The layers were separated and the aqueous layer extracted 2 with dichloromethane (2*100 ml). The organic layers were combined and concentrated in vacuo. Recrystallisation from dichloromethane:n-heptane (5:1) afforded toluene-4-sulfonic acid tetrahydro-pyran-4-ylmethyl ester. The mother liquors were further purified by silica gel column chromatography eluding with 50% dichloromethane in n-heptane to yield a further quantity of toluene-4-sulfonic acid tetrahydropyran-4-ylmethyl ester (total yield 41.6 g, 154 mmol).

14774-37-9, The synthetic route of 14774-37-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; N.V. Organon; US2008/207598; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 1408168-76-2

1408168-76-2 Potassium trifluoro(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)borate 74787645, aTetrahydropyrans compound, is more and more widely used in various fields.

1408168-76-2, Potassium trifluoro(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)borate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A schlenk flask was charged with the compound obtained in example 1 (0.56 g, 1.3 mmol), bis(di-fe/f-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(ll) (94 mg, 0.13 mmol), potassium trifluoro(2-((tetrahydro-2/-/-pyran-2-yl)oxy)ethyl)borate (0.34 g, 1.6 mmol), and CS2CO3 (1.7 g, 5.3 mmol) and it was evacuated and backfilled with argon. Tolueneil-hO (4:1 , 10 mL) was added and the reaction mixture was heated at 100 C overnight. H2O was added and the product was extracted with EtOAc. The combined organic layers were dried over Na2S04, filtered and concentrated to dryness to give the title compound (0.62 g, Yield: 99%)., 1408168-76-2

1408168-76-2 Potassium trifluoro(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)borate 74787645, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; ESTEVE PHARMACEUTICALS, S.A.; FERNANDEZ-DONIS, Ariadna; DIAZ-FERNANDEZ, Jose, Luis; ALMANSA-ROSALES, Carmen; LORENTE-CRIVILLE, Adriana; (0 pag.)WO2020/89400; (2020); A1;,
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Brief introduction of 53911-68-5

The synthetic route of 53911-68-5 has been constantly updated, and we look forward to future research findings.

53911-68-5, 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53911-68-5, The solution of 3-(4-chlorophenyl)glutaric anhydride (449 mg) and anthranilamide (272 mg) in toluene (8 ml) was heated to reflux for 4 h. After removal of the solvent the residue was dried in vacuo. The off- white solid was dissolved in 2M sodium hydroxide (3 ml) and stirred under reflux for 2 h. After cooling to room temperature acetic acid (0.5 ml) was added with stirring. The precipitate formed was isolated by suction filtration, washed, and dried in vacuo to give 3-(4-chlorophenyl)-4-(4-hydroxy-2-quinazolinyl)butanoic acid (0.57 g) as colourless solid.1H-NMR (500 MHz, DMSO-d6)): delta (ppm)=2.62 (dd, J=16.0, 9.3 Hz, 1H), 2.74 (dd, J=16.0, 5.6 Hz, 1H), 2.86 (dd, J=14.4, 7.7 Hz, 1H), 2.93 (dd, J=14.4, 7.8 Hz, 1H), 3.74 (m, 1H), 7.32 (m, 4H), 7.44 (dt, J=8.0, 1.1 Hz, 1H), 7.59 (d, J=8.0, 1H), 7.76 (dt, J=7.7, 1.6 Hz, 1H), 8.04 (dd, J=7.9, 1.2 Hz, 1H), 12.10 (s, br, 1H), 12.20 (s, br, 1H).13C-NMR and DEPT (125 MHz, DMSO-d6): delta (ppm)=38.82 (CH), 39.37 (CH2), 40.75 (CH), 120.70 (C), 125.56 (CH), 125.98 (CH), 126.75 (CH), 128.07 (CH), 129.33 (CH), 130.90 (C), 134.19 (C), 142.22 (C), 148.59 (C), 155.17 (C), 161.59 (CO), 172.55 (CO).

The synthetic route of 53911-68-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITAET DES SAARLANDES; US2012/46307; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 185815-59-2

The synthetic route of 185815-59-2 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.185815-59-2,4-Isobutyldihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

General procedure: The N-hydroxy compounds were prepared by the following procedure. 4-substituted anhydride (1 mol) and hydroxylamine hydrochloride (1.14 mol) were suspended in isopropanol (150 mL). A solution of 46% sodium hydroxide solution (3 mol) was added to the mixture was and vigorously stirred for 4 h at 60-65C. The mixture was then acidified to pH 2 by 2 N HCl and extracted with dichloromethane. The dichloromethane layer was evaporated under vacuum the solid thus formed was filtered and recrystallized using methanol., 185815-59-2

The synthetic route of 185815-59-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ponnusamy, Kannan; Davis Presley; Nagapillai, Prakash; Deivanayagam, Eswaramoorthy; Indian Journal of Heterocyclic Chemistry; vol. 28; 2; (2018); p. 275 – 278;,
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Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 1768-64-5

As the paragraph descriping shows that 1768-64-5 is playing an increasingly important role.

1768-64-5, 4-Chlorotetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of Mg (1.37 g, 56.5 mmol) and I2(10 mg) in THF (2 mL) was added a solution of 4-chlorotetrahydro-2H-pyran (2.72 g, 22.6 mmol) in THF (8 mL) at 60C drop wise. The mixture was stirred at 60C for 2 h. The mixture was diluted with THF (10 mL) and used directly. The Grignard reagent was added to a solution of G-6 (0.55 g, 1.28 mmol) in THF (5 mL) at 0C. The mixture was stirred at 0C for 1 h and treated with NH4C1 (10 mL, sat. aq.). The mixture was extracted with EtOAc (3 x 20 mL). The organic layer was separated, concentrated in vacuum, purified by silica gel column (PE/EtOAc=20/l to 5/1) to give a crude product, which was re-crystallized from CH3CN (10 mL) to give Compound 9 (180 mg, 27%) as a solid.1H NMR (400 MHz, CDC13) delta 4.05-3.97 (m, 2H), 3.41-3.25 (m, 3H), 2.10-1.91 (m, 3H), 1.88- 1.57 (m, 7H), 1.55-1.33 (m, 11H), 1.33-0.96 (m, 12H), 0.96-0.86 (m, 4H), 0.85 (s, 3H), 0.72- 0.63 (m, 4H).HPLC Rt = 4.73 min in 8.0 min chromatography, 50-100 AB.MS ESI calcd. for C30H48F3O2[M+H-H20]+497, found 497., 1768-64-5

As the paragraph descriping shows that 1768-64-5 is playing an increasingly important role.

Reference£º
Patent; SAGE THERAPEUTICS, INC.; SALITURO, Francesco G.; ROBICHAUD, Albert J.; MARTINEZ BOTELLA, Gabriel; HARRISON, Boyd L.; GRIFFIN, Andrew; LA, Daniel; (387 pag.)WO2018/75699; (2018); A1;,
Tetrahydropyran – Wikipedia
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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.,4295-99-2

To a solution of tetrahydro-2H-pyran-4-carbonitrile (2 g, 18.00 mmol) in tetrahydrofuran (10 mL) at 0 – 5 C was added slowly LHMDS (21.59 mL, 21.59 mmol). The mixture was stirred for 1.5 hrs at 0 C. Iodomethane (3.37 mL, 54.0 mmol) was added slowly and stirring was continued for 30 min at ~0 C and then for ~2 hrs at room temperature. The mixture was cooled to 0 C and carefully diluted with IN aqueous hydrochloride solution (30 mL) and EtOAc (5 mL) and concentrated under reduced pressure. The residue was taken up in diethylether and the separated organic layer was washed with brine, dried over sodium sulfate, filtered off and concentrated under reduced pressure providing crude 4-methyltetrahydro-2H-pyran-4-carbonitrile (1.8 g) as an orange oil, which was directly used in the next reaction without further purification. LCMS (m/z): 126.1 [M+H]+; Rt = 0.44 min.

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

Reference£º
Patent; NOVARTIS AG; BARSANTI, Paul A.; HU, Cheng; PFISTER, Keith B.; SENDZIK, Martin; SUTTON, James; WO2011/26904; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 65412-03-5

65412-03-5 4-(2-Aminoethyl)tetrahydro-2H-pyran 2773198, aTetrahydropyrans compound, is more and more widely used in various fields.

65412-03-5, 4-(2-Aminoethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,65412-03-5

5- (4-bromomethyl-2-methoxyphenoxy) pyrazine-2-carboxamide (starting from 5- (4-bromomethyl-2-methoxybenzeneOxy) pyrazine-2-carboxamide was added in the same manner as in Groups 1 to 5, respectively, and the amount of the added amount2), 5.3 g (41 mmol) of 2- (tetrahydropyran-4-yl) ethylamine, 187 ml of dichloromethane was added to a 250 ml three-necked flask, The reaction system was heated to reflux (40 C) and reacted under reflux for 4 hours. After the reaction time, the reaction was stopped and the pressure wasConcentrated by heating and concentrated to complete a solid which was stirred with 100 ml of water for 1 hour, filtered and dried to about 11G of a white solid which was added to 300 ml of ethyl acetate, washed with 100 ml of 2M aqueous sodium hydroxide solution, and the organic phaseWashed with 100 ml of X2 and the organic phase dried to give 10 g of a white solid (yield: 75.7%, purity: 98.5%). Table 2 showsEffect of the amount of 2- (tetrahydropyran-4-yl) ethylamine on the yield and purity of the product.(3) times purified Fupu Lan10 g of a white solid was placed in a 100 ml three-necked flask,Add 60 ml of isopropyl alcohol, start heating,At 65 under the basic full solution, continue to heat,And adding 0.7 g of activated carbon,Heating at 70-75 C for 30 minutes, followed by hot filtration,The filtrate gradually cooled to room temperature,And continue to stir in the ice bath for 1.5 hours, filter, dry,9.0 g of a white crystalline solid (yield: 68%, purity: 99.8%),The filtered mother liquor was concentrated and 0.3 g of solid (94.3% purity) was recovered.

65412-03-5 4-(2-Aminoethyl)tetrahydro-2H-pyran 2773198, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Shandong Chuancheng Pharmaceutical Co., Ltd.; Liu, Huaizhen; Chen, Naitao; Guo, Ming; Ma, Juliang; (10 pag.)CN106117190; (2016); A;,
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Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 4677-18-3

4677-18-3, 4677-18-3 2-(Tetrahydro-2H-pyran-4-yl)ethanol 17750944, aTetrahydropyrans compound, is more and more widely used in various fields.

4677-18-3, 2-(Tetrahydro-2H-pyran-4-yl)ethanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 220A 2-(tetrahydro-2H-pyran-4-yl)ethyl4-methylbenzenesulfonate To a solution of 2-(tetrahydropyran-4-yl)-ethanol (1.5 g, 11.5 mmol) in 10 mL of CH2Cl2 and 7 mL of pyridine was added p-toluenesulfonyl chloride (2.4 g, 12.7 mmol) portion wise over 15 minutes. The mixture stirred at ambient temperature for 3 hours and was quenched with 10 mL of saturated, aqueous NaHCO3. The layers were separated and the aqueous layer was extracted with three 5 mL of portions of CH2Cl2. The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. Purification via column chromatography (SiO2, 70% hexanes in ethyl acetate) afforded the title compound. MS (DCI/NH3) m/z 302 (M+NH4)+.

4677-18-3, 4677-18-3 2-(Tetrahydro-2H-pyran-4-yl)ethanol 17750944, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Florjancic, Alan S.; Dart, Michael J.; Ryther, Keith B.; Perez-Medrano, Arturo; Carroll, William A.; Patel, Meena V.; Tietje, Karin Rosemarie; Li, Tongmei; Kolasa, Teodozyj; Gallagher, Megan E.; Peddi, Sridhar; Frost, Jennifer M.; Nelson, Derek W.; US2008/58335; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics