Downstream synthetic route of 2081-44-9

The synthetic route of 2081-44-9 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.2081-44-9,Tetrahydro-2H-pyran-4-ol,as a common compound, the synthetic route is as follows.

A solution of tetrahydro-2H-pyran-4-ol (25.0 g, 245 mmol), TEA (51 mL, 367 mmol) and trimethylamine hydrochloride (2.34 g, 24.5 mmol) were stirred in DCM (750 mL) at RT for 10 minutes and cooled to 0C. 4-Methylbenzenesulfonyl chloride (51.3 g, 269 mmol) was added and the mixture stirred at RT for 17h. The mixturewas treated with N,N-dimethylethane-1,2-diamine (31.6 mL, 294 mmol) and water. The aqueous layer was extracted three times with DCM. The combined organic portions were concentrated under reduced pressure and purified via column chromatography (silica gel, hexane/ EE gradient) to give 58.5 g (93% yield) of the title compound.1H NMR (400 MHz, DMSO-d6) 6 [ppm] 1.51 – 1.61 (m, 2 H) 1.74 (dq, J=13.04, 3.65 Hz, 2 H) 2.42 (5, 3 H) 3.39 (ddd, J=11.75, 8.97, 3.03 Hz, 2 H) 3.71 (dt, J=11.81,4.71 Hz, 2 H) 4.69 (tt, J=8.65, 4.23 Hz, 1 H) 7.47 (d, J=8.08 Hz, 2 H) 7.81 (d, J=8.34 Hz, 2 H)., 2081-44-9

The synthetic route of 2081-44-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EVOTEC AG; DAVENPORT, Adam James; BRAEUER, Nico; FISCHER, Oliver Martin; ROTGERI, Andrea; ROTTMANN, Antje; NEAGOE, Ioana; NAGEL, Jens; GODINHO-COELHO, Anne-Marie; (703 pag.)WO2016/91776; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 110238-91-0

110238-91-0, The synthetic route of 110238-91-0 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.110238-91-0,Methyl tetrahydro-2H-pyran-4-carboxylate,as a common compound, the synthetic route is as follows.

Synthesis of 2-Methyl-2-(tetrahydro-pyran-4-ylmethanesulfonyl)-propionic acid Step 1: Synthesis of (Tetrahydro-pyran-4-yl)-methanol To a solution of 250 mL of LiAlH4 (2.3M solution in THF, 0.575 mol) in THF (200 mL) is added dropwise a solution of 130 mL (0.974 mol) of tetrahydro-pyran-4-carboxylic acid methyl ester in THF (900 mL) under nitrogen atmosphere (CAUTION: highly exothermic reaction.). The temperature is kept at 40-45 C with an ice-bath. Upon complete addition, the reaction is stirred at room temperature for 1.5 h. The reaction is cooled in an ice-bath and quenched with addition of water (22 mL), 15% aqueous NaOH solution (21 mL) and water (66 mL). The resulting precipitate is removed by filtration through Celite and is rinsed with THF (300 mL). The filtrate is concentrated under reduced pressure to afford 102.5 g of (tetrahydro-pyran-4-yl)-methanol as a colorless oil. Yield: 91%; 1H NMR (400 MHz, CHLOROFORM- d) delta ppm 1.20 – 1.39 (2 H, m), 1.56 – 1.83 (3 H, m), 2.03 (1 H, br. s.), 3.29 – 3.52 (4 H, m), 3.89 – 4.05 (2 H, m)

110238-91-0, The synthetic route of 110238-91-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BERRY, Angela; RIETHER, Doris; ERMANN, Monika; JENKINS, James Edward; MUSHI, Innocent; WO2011/88015; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 125995-03-1

125995-03-1, As the paragraph descriping shows that 125995-03-1 is playing an increasingly important role.

125995-03-1, Atorvastatin lactone is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 3: Preparation of crystalline Form III of atorvastatin strontium salt50.0 g of atorvastatin lactone was suspended in a mixture of 200 ml of t-butyl methyl ether and 200 ml of methanol, and 3.7 g of strontium hydroxide dissolved in 200m? of water was slowly added thereto over 30 minutes, and stirred at room temperature for 3 hours. After removing the organic layer, 150 ml of t-butyl methyl ether was added to the aqueous layer, followed by stirring at room temperature for 10 minutes. The organic layer was again removed, and 50 ml of methanol, 150 ml of t-butyl methyl ether and 650 ml of distilled water were successively added to the aqueous layer. The mixture was warmed to 50 C, to which 10.2 g of strontium acetate dissolved in 250 ml of water was slowly added over 2 hours, stirred at 50 C for 17 hours, and the resulting solution was cooled to room temperature. The precipitate formed was filtered, washed with a mixture of 100 ml of methanol and 50 ml of water and dried in air, to obtain 43 g of the title compound (yield: 77%) as a white crystalline powder.Moisture content (Karl-Fisher titrator): about 5.5%The XRPD result of the crystalline powder obtained above showed that the crystalline powder is a crystal having distinctively characteristic main peaks (those having 1/I0 of at least 10%), as shown in Table 3. Accordingly, the crystalline powder is designated Form III.

125995-03-1, As the paragraph descriping shows that 125995-03-1 is playing an increasingly important role.

Reference£º
Patent; HANMI PHARM. CO., LTD.; WO2008/93951; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 1197-66-6

1197-66-6, 1197-66-6 2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one 11829691, 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.1197-66-6,2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one,as a common compound, the synthetic route is as follows.

5-bromo-2-(2,2,6,6-tetramethyl-tetrahydro-2H-pyran-4-ylamino)benzonitrile To a solution of 2,2,6,6-tetramethyloxan-4-one (350 mg, 2.24 mmol) in dichloromethane (60 mL) was added 2-amino-5-bromobenzonitrile (500 mg, 2.54 mmol), tetramethylammonium triacetoxyborohydride (700 mg, 2.66 mmol) and trifluoroacetic acid (0.375 mL) at room temperature. The resulting solution was stirred for 4 h at room temperature and then water (50 mL) was added. The mixture was extracted with ethyl acetate (50 mL*3). The organic phases were combined, washed with brine and dried over sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with ethyl acetate in hexane (0% to 70% gradient) to yield 5-bromo-2-[(2,2,6,6-tetramethyloxan-4-yl)amino]benzonitrile as yellow solid (180 mg, 24%).

1197-66-6, 1197-66-6 2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one 11829691, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Merck Patent GmbH; SHERER, Brian A.; KARRA, Srinivasa; XIAO, Yufang; (407 pag.)US2016/376283; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 53911-68-5

53911-68-5 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione 104639, aTetrahydropyrans compound, is more and more widely used in various fields.

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

A mixture of 3-(4-chlorophenyl)glutaric anhydride (0.5 g) and commercial 2-amino- 4-chlorothiophenol (0.37 g) is dissolved in boiling dichloromethane (3 ml). The solution is stirred overnight at rt. The precipitate is isolated by suction filtration, washed with dichloromethane, and dried in vacuo. The crude product is recrystallised from acetone to give 0.3 g of 4-(5-chloro-2-benzothiazolyl)-3-(4- chlorophenyl)butanoic acid as colourless crystals.1H-NMR (500 MHz, DMSOd6): delta (ppm) = 2.08 (S, 3H), 2.65 (dd, J = 16.0, 8.6 Hz,IH), 2.79 (dd, J = 16.0, 6.2 Hz, IH), 3.45 (dd, J = 14.8, 9.3 Hz, IH), 3.53 (dd, J = 14.8, 5.9 Hz, IH), 3.63 (m, IH), 7.29 (d, J = 8.7 Hz, 2H), 7.33 (d, J = 8.7 Hz, 2H),7.42 (dd, J = 8.6, 2.0 Hz, IH), 7.99 (d, J = 2.0 Hz, IH), 8.02 (d, J = 8.6 Hz, IH),12.17 (br s, IH).13C-NMR and DEPT (125 MHz, DMSOd6) : delta (ppm) = 39.27 (CH2), 40.02 (CH2),41.17 (CH), 121.59 (CH), 123.42 (CH), 124.84 (CH), 128.11 (2 CH), 129.54 (2 CH), 130.70 (C), 131.12 (C), 133.35 (C), 141.45 (C), 153.38 (C), 171.82 (C),172.42 (CO).MS ( + ESI): m/z = 366 (M + H)., 53911-68-5

53911-68-5 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione 104639, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; UNIVERSITAET DES SAARLANDES; ENGEL, Matthias; FROeHNER, Wolfgang; STROBA, Adriane; BIONDI, Ricardo M.; WO2010/43711; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1228779-96-1

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.,1228779-96-1

A 3-L jacketed reactor (Kettle 1) equipped with a mechanical stirrer, nitrogen inlet/outlet, temperature control unit and reflux condenser was inerted with nitrogen and charged with 3-nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide (19.7 g, 0.95 equiv), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC, 22.1 g, 1.75 equiv), 4-dimethylaminopyridine (DMAP, 16.1 g, 2 equiv) and dichloromethane (DCM, 200 ml_, 5 vo I). In a separate 1-L reactor (Kettle 2) equipped with a mechanical stirrer, nitrogen inlet/outlet was charged with 2-((1 H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4′-chloro-5,5- dimethyl-3, 4, 5, 6-tetrahydro-[1 ,1 ‘-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid hydrochloride salt (40.0 g, 65.8 mmol), and DCM (400 mL, 10 vol). Triethylamine (36.7 mL, 4.00 equiv) was added in one portion. The solution in Kettle 2 was dosed into Kettle 1 using a transfer pump. The batch was stirred at room temperature for 5-25 h then acetic acid (10% v/v, 10 Vol, 400 mL) was added to the batch and stirred for 15 min.

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

Reference£º
Patent; ALBANY MOLECULAR RESEARCH, INC.; GREGG, Brian, Thomas; GEISS, William, Bert; HERR, Robert, Jason; RAI, Ravi, R; (39 pag.)WO2020/23435; (2020); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 125995-03-1

The synthetic route of 125995-03-1 has been constantly updated, and we look forward to future research findings.

125995-03-1, Atorvastatin lactone is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The lactone (1.1g) was dissolved in ethanol (10ML). Water (2ml) and Ca (OH) 2 (0. 15G) were added and the suspension warmed to 60C for 3 hours. A further 10ML of warm water was added, then the mixture allowed to cool slowly to room temperature. The precipitate formed was filtered and dried to give atorvastatin calcium salt (0.3g). The material was identical to an authentic sample by mixed melting point, NMR and mass spectrometry., 125995-03-1

The synthetic route of 125995-03-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AVECIA LIMITED; WO2005/12246; (2005); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 4295-99-2

As the paragraph descriping shows that 4295-99-2 is playing an increasingly important role.

4295-99-2,4295-99-2, 4-Cyanotetrahydro-4H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Lithium bis(trimethylsilyl)amide (1M in THF, 27 mL, 27 mmol) was added dropwise to a solution ofoxane-4-carbonitrile (2.0 g, 18 mmol) in THF (10 mL) at 0 C. The reaction mixture was warmed to rt,stirred for 10 min and cooled back to 0 C. Allyl bromide (3.30 g, 27 mmol) was added dropwise, thesolution warmed to room temperature and stirred overnight. The reaction mixture wasconcentrated in vacuo and saturated aqueous NH4Cl (20 mL) was added. The phases were separatedand the aqueous phase was extracted with EtOAc (3 ¡Á 50 mL). The combined organic extracts weredried and concentrated in vacuo to give the amine (2.37 g, [87%]) as a colourless oil that was usedstraight in the next step.

As the paragraph descriping shows that 4295-99-2 is playing an increasingly important role.

Reference£º
Article; Craven, Philip; Aimon, Anthony; Dow, Mark; Fleury-Bregeot, Nicolas; Guilleux, Rachel; Morgentin, Remy; Roche, Didier; Kalliokoski, Tuomo; Foster, Richard; Marsden, Stephen P.; Nelson, Adam; Bioorganic and Medicinal Chemistry; vol. 23; 11; (2015); p. 2629 – 2635;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1228779-96-1

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.,1228779-96-1

Compound 16-2 was dissolved in dichloromethane,Add (3eq) EDCI, (0.3eq) DMAPAfter stirring at room temperature for half an hour, compound 1-5 (0.8 eq) was added.It is then reacted at room temperature for 6-8 hours. After the reaction is completed, the reaction is quenched with water.Extract three times with dichloromethane, and combine the organic phases with saturated brine.After drying anhydrous sodium sulfate, mix the sample on the column.CH2Cl2: MeOH = 100:1 to 30:1 gave compound S16.

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

Reference£º
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhang Ao; Tan Wenfu; Liu Xiaohua; Huang Wenjing; Zhang Yu; Yang Jun; (37 pag.)CN110143974; (2019); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 14774-37-9

As the paragraph descriping shows that 14774-37-9 is playing an increasingly important role.

14774-37-9, Tetrahydropyran-4-methanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 25: (Tetrahydro-2H-pyran-4-y0methyl methanesulfonate (Tetrahydro-2H-pyran-4-yl)methanol (29.9 mg, 0.257 mmol) was dissolved in dichloromethane (DCM) (4 mL). To this solution was added triethylamine (0.108 mL, 0.772 mmol). The reaction was cooled to 0 C, methanesulfonyl chloride (0.03 mL, 0.386 mmol) added and the reaction left to stir overnight, allowing the reaction to warm to 20 C. The reaction was concentrated in vacuo. The product was partitioned between ethyl acetate (20 mL) and aqueous saturated sodium bicarbonate (20 mL). The organic phase was dried and concentrated in vacuo, before being used in the next reaction with no further purification or characterisation, 49 mg., 14774-37-9

As the paragraph descriping shows that 14774-37-9 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; BIRAULT, Veronique; CAMPBELL, Amanda Jennifer; HARRISON, Stephen; LE, Joelle; SHUKLA, Lena; WO2013/160418; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics