Category: Tetrahydropyrans

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14774-36-8,(Tetrahydropyran-3-yl)methanol,as a common compound, the synthetic route is as follows.

To a solution of (tetrahydropyran-3-yl)-methanol (Matrix, 1.67 g, 14.4 mmol) in 15 mL of CH2Cl2 and 15 mL of pyridine was added p- toluenesulfonyl chloride (2.9 g, 15.1 mmol) in portions over 10 minutes. The mixture stirred at ambient temperature for 18 hours and was quenched with 10 mL of saturated, aqueous NaHCCh. The layers were separated and the aqueous phase was extracted three 5 mL of portions OfCH2Cl2. 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 288 (M+NH4)+, 14774-36-8

The synthetic route of 14774-36-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; WO2009/67613; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

4677-20-7, 4-(2-Bromoethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 4 (0.054g, 0.20mmol), K2CO3 (0.11g, 0.8mmol), DMF (2.0mL), and 2-bromoethanol (0.038g, 0.30mmol) in a 10mL microwave tube was heated under microwave irradiation at 150C for 10min. After cooling to room temperature, (4-(N-methylsulfamoyl)phenyl)boronic acid (0.065g, 0.30mmol), Pd(PPh3)4 (0.023g, 0.020mmol), and H2O (1.0mL) were added sequentially. The resulting mixture was stirred at room temperature for 1.0min and then heated under microwave irradiation at 150C for 15min. After cooling to room temperature, the mixture was quenched with H2O and extracted with EtOAc (3¡Á). The combined organic layers were dried (Na2SO4) and concentrated. The residue was purified by an ISCO silica gel column to provide the title compound 12 (0.044g, 57%) as a white solid.

4677-20-7, The synthetic route of 4677-20-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Liu, Jing; Zhang, Weihe; Stashko, Michael A.; DeRyckere, Deborah; Cummings, Christopher T.; Hunter, Debra; Yang, Chao; Jayakody, Chatura N.; Cheng, Nancy; Simpson, Catherine; Norris-Drouin, Jacqueline; Sather, Susan; Kireev, Dmitri; Janzen, William P.; Earp, H. Shelton; Graham, Douglas K.; Frye, Stephen V.; Wang, Xiaodong; European Journal of Medicinal Chemistry; vol. 65; (2013); p. 83 – 93;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

a) N-{2-r(2S,5R)-5-r4-(3-Methoxypropyl)-3,4-dihvdro-2H-benzopi ,41oxazin-6- ylmethoxyi-1 -(toluene-4-sulphonyl)piperidin-2-yl1-1 ,1 -dimethylethyl)-2-(tetrahvdro- pyran-4-yl)acetamide; A solution of 0.511 mmol of tetrahydropyranyl-4-acetic acid [85064-61-5] in 5 ml of dichloromethane is treated with 1.023 mmol of 1 -chloro-N,N-2-thmethylpropenyl- amine. The reaction mixture is stirred at room temperature for 1.5 hours. In a second flask, a solution of 0.341 mmol of 2-[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H- benzo[1 ,4]oxazin-6-ylmethoxy]-1 -(toluene-4-sulphonyl)piperidin-2-yl]-1 ,1 -dimethyl- ethylamine in 10 ml of dichloromethane are treated with 1.023 mmol of thethylamine, and cooled to 00C. The solution of acid chloride is added dropwise to this second flask, and the reaction mixture is stirred at room temperature for 2 hours. Water is added, and the aqueous phase is extracted with dichloromethane (3X). The combined organic extracts are dried over sodium sulphate, concentrated and purified by flash chromatography (SiO2 60F) to afford the title compound as a dark yellow resin. Rf = 0.20 (dichloromethane-methanol-conc ammonia); Rt = 4.94 (gradient I).

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

Reference£º
Patent; NOVARTIS AG; WO2009/106599; (2009); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

2081-44-9, Tetrahydro-2H-pyran-4-ol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 95A (enantiomer 1)Step I: tetrahydro-2H-pyran-4-yl methanesulfonate; P At r.L to a solution of tetrahydro-4H-pyran-4-ol (90 uL, . mmol; Aldrich, Cat. No. 198234) in methylene chloride (3 mL) was added methanesulfonyl chloride (91 uL, 1.2 mmol), followed by triethylamine (0.20 mL, 1.5 mmol) and 4-dimethylaminopyridine (12 mg, 0.098 mmol). The mixture was stirred at r.L for 3 h. It was diluted with methylene chloride. The solution was washed with water and brine, dried over l^SCv After filtration, the filtrate was concentrated to yield 0.21 g of the product (crude) which was directly used in the next step reaction without further purification., 2081-44-9

As the paragraph descriping shows that 2081-44-9 is playing an increasingly important role.

Reference£º
Patent; INCYTE CORPORATION; ZHANG, Colin; QIAN, Ding-quan; ZHUO, Jincong; YAO, Wenqing; WO2010/75270; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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.

To a solution of tetrahydro-2H-pyran-4-carbonitrile (800 mg, 7.20 mmol) in THF (20 ml_) was added aluminum(lll) lithium deuteride at 0 C. The mixture was stirred at 0 C for 2 hr. To the stirred reaction mixture was sequentially added 300 uL of water, 900 muIota_ of 1 N NaOH and 300 muIota_ of water. The mixture was filtered through a thin layer of celite to remove the solid. The filtrate was dried over sodium sulfate, filtered off and concentrated in vacuo giving 700 mg of titled compound. LCMS (m/z): 1 18.2 [M+H]+, retention time = 0.25 min. The crude product was used directly for next step.

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; NOVARTIS AG; ANTONIOS-MCCREA, William R.; BARSANTI, Paul A.; HU, Cheng; JIN, Xianming; LIN, Xiaodong; MARTIN, Eric J.; PAN, Yue; PFISTER, Keith B; RENHOWE, Paul A.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/101065; (2012); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

25850-22-0, 2,2-Dimethyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 5-({[(3,4-dimethoxyphenyl)amino]carbonyl}amino)-2-{phenyl[4-(trifluoromethyl)phenyl]methoxy}benzoic acid (300 mg, 0.530 mmol), 1-hydroxy-1H-benzotriazole (122 mg, 0.798 mmol), 2,2-dimethyltetrahydro-2H-pyran-4-yl amine (137 mg, 1.06 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (126 mg, 0.660 mmol) and DMF (3 ML) was stirred under ice-cooling for 1 hour and at room temperature for 12 hours, was poured into water, and was extracted with ethyl acetate.. The extracted solution was washed with water, was dried with anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure.. The residue was purified by silicagel column chromatography (hexane:ethyl acetate = 1:2), to obtain the titled compound as a solid.. This was recrystallized from hexane and ethyl acetate. 315 mg (87.7%) 1H-NMR (CDCl3) delta; 0.66 to 1.07 (8H, m), 1.27 to 1.86 (2H, m), 3.32 to 3.60 (2H, m), 3.84 (6H, s), 4.02 to 4.19 (1H, m), 6.32 (1H, s), 6.66 to 7.98 (18H, m), 25850-22-0

25850-22-0 2,2-Dimethyltetrahydro-2H-pyran-4-amine 3809203, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; EP1437344; (2004); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

4677-20-7, 4-(2-Bromoethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4677-20-7

f) To a solution of 5-chloro-2-hydroxybenzaldehyde 162 mg (1 .0 mmol) in DMF (2 ml_), 172 mg of K2C03 (1 .2 mmol) and 4-(2-bromoethyl)tetrahydro-2H-pyran (200 mg, 1 .0 mmol) were added. Reaction was stirred at 405C overnight. Then, it was allowed to cool to room temperature. Water was added and a white precipitated appeared. The mixture was extracted with EtAcO (x3), and the organic phases combined and washed with a 10% solution of NaCI in water. It was dried with anhydrous Na2S04, filtered and the solvent evaporated to obtain 5-chloro-2-(2- (tetrahydro-2H-pyran-4-yl)ethoxy)benzaldehyde (220 mg, 80%).

4677-20-7 4-(2-Bromoethyl)tetrahydropyran 22637012, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

To a solution of(1R)-5-fluoroindan-1- amine, J-32, (980 mg, 5.2 mmol, 1 eq, HC1 salt) in 10 mL of 1,2-dichloroethane was added TEA (529 mg, 5.2 mmol, 727 .iL, 1 eq) for neutralization at 15C. Then tetrahydropyran-3,5- dione (596 mg, 5.2 mmol, 1 eq) and HOAc (31.4 mg, 522 imol, 0.1 eq) was added. The reaction was stirred for 1 hour at 80C. The reaction mixture was concentrated under reducedpressure to give the cmde product, which was purified by column chromatography (Si02, eluting with a gradient of petroleum ether: ethyl acetate = 10:1 to 0:1) to give 820 mg of compound J-33 (63% yield) as a yellow solid.

As the paragraph descriping shows that 61363-56-2 is playing an increasingly important role.

Reference£º
Patent; AQUINNAH PHARMACEUTICALS, INC.; BURNETT, Duane, A.; VACCA, Joseph, P.; (310 pag.)WO2018/119395; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1228779-96-1, 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of appropriate crude acid (1 eq) in CH2Cl2 wereadded EDCI (3 eq), DMAP (0.3 eq) and DIPEA (3 eq). The solutionwas stirred at room temperature for 0.5 h and compound 23 [7] (0.8eq) was added. The resulting mixture was stirred for another 8 hand water was added. The layers were separated, and the aqueouslayer was extracted with CH2Cl2. The combined organic layer waswashed with brine, dried over anhydrous Na2SO4, filtered, andconcentrated under vacuo. The residue was prified by chromatography(CH2Cl2/CH3OH 40:1) to provide target compounds 27a-i,28a-d and 34a-c., 1228779-96-1

As the paragraph descriping shows that 1228779-96-1 is playing an increasingly important role.

Reference£º
Article; Liu, Xiaohua; Zhang, Yu; Huang, Wenjing; Luo, Jia; Li, Yang; Tan, Wenfu; Zhang, Ao; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 149 – 165;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.137052-08-5,1-(Tetrahydro-2H-pyran-4-yl)ethanone,as a common compound, the synthetic route is as follows.

(i?)-2-Methylpropanesulfinamide (106.9 g, 882.0 mmol) and titanium tetraethoxide (201.6 g, 883.6 mmol) were added to a solution of 4-acetyltetrahydropyran (112.5 g, 877.7 mmol) in THF (1.4 L) under an inert atmosphere and the mixture heated to reflux for 18 h. The mixture was allowed to cool and poured in to brine (850 mL). The resulting slurry was diluted with EtOAc (1 L) and the mixture filtered through celite. The resulting two phases were separated. The filter cake was washed with EtOAc (4 x 1 L) and the combined organics dried (Na2S04), filtered and concentrated under vacuum (40-45C) to give a cloudy oil that was filtered to afford the desired material (192.5 g, 95%) as a yellow oil which was used without further purification., 137052-08-5

As the paragraph descriping shows that 137052-08-5 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; PIKE, Kurt, Gordon; BARLAAM, Bernard, Christophe; (85 pag.)WO2017/162605; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics