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

Step 2: Synthesis of toluene-4-sulfonic acid tetrahydro-pyran-4-ylmethyl ester; Prepared as described by adaptation of the following literature reference:Radziszewski, J. G. et al. J. Am. Chem. Soc. 1993, 115, 8401.To a solution of 97 g (810 mmol) of (tetrahydro-pyran-4-yl)-methanol in 2-methyltetrahydrofuran (190 mL) are added 165 mL of 50% aqueous NaOH solution. To this stirred suspension is added dropwise with cooling a solution of p-toluene-sulfonylchloride (283 g, 1.46 mol) in 2-methyltetrahydrofuran (280 mL). The reaction is stirred at 30-35 C. for 18 h. The suspension is poured into a mixture of ice-water (280 mL) and aqueous HCl solution (37%, 203 mL). After addition of methylcyclohexane (1.4 L) and further ice-water (0.2 L), the reaction mixture is stirred for 2 h in an ice-bath. The resulting crystalline precipitate is isolated by filtration and washed with methylcyclohexane (0.5 L) and water (0.5 L). Drying under reduced pressure at 40 C. gave 216 g of toluene-4-sulfonic acid tetrahydro-pyran-4-ylmethyl ester as white crystalline solid. Yield: 99%, ES-MS: m/z 271 [M+H]; 1H NMR (400 MHz, CHLOROFORM-d) delta ppm1.19-1.35 (2H, m), 1.54-1.63 (2H, m), 1.85-2.02 (1H, m), 2.45 (3H, s), 3.28-3.39 (2H, m), 3.86 (2H, d, J=6.60 Hz), 3.93 (2H, dd, J=11.37, 4.52 Hz), 7.35 (2H, d, J=9.29 Hz), 7.78 (2H, d, J=8.31 Hz), 14774-37-9

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

Reference£º
Patent; Boehringer Ingelheim International GmbH; US2010/76029; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 1245724-46-2

1245724-46-2, The synthetic route of 1245724-46-2 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.1245724-46-2,(S)-Tetrahydro-2H-pyran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.

(S)-Tetrahydro-2H-pyran-3-amine hydrochloride (1.99 g, 14.48 mmol) in MeCN (10 mL) wasadded drop wise to a mixture of DIPEA ( 6.30 mL, 36.19 mmol) and ethyl 2,4-dichloropyrimidine-5-carboxylate (3.20 g, 14.48 mmol) in MeCN (60 mL) at 0C over a period of 5 min under air. Thereaction mixture was stirred for 4 h, slowly allowing to warm to rt, then was stirred at rt for 18 h5 and concentrated in vacuo, diluted with EtOAc (100 mL), and washed with water then with sat.brine. The organic layer was dried over MgS04, filtered and concentrated in vacuo, and purified byfcc, eluting with 0 – 40% EtOAc in n-heptane, to afford the title compound (3.24 g, 78%) as ayellow oil; 1H NMR (400 MHz, DMSO) 1.32 (3H, t), 1.49- 1.6 (lH, m), 1.63- 1.79 (2H, m), 1.83- 1.94 (lH, m), 3.48 (lH, dd), 3.54-3.65 (2H, m), 3.74 (lH, dd), 4.08-4.19 (lH, m), 4.33 (2H, q),10 8.57 (lH, d), 8.64 (lH, s); m/z [M-Hl284.

1245724-46-2, The synthetic route of 1245724-46-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; CANCER RESEARCH TECHNOLOGY LIMITED; FINLAY, Maurice, Raymond, Verschoyle; GOLDBERG, Frederick, Woolf; HOWARD, Martin, Richard; TING, Attilla, Kuan, Tsuei; (145 pag.)WO2019/238929; (2019); A1;,
Tetrahydropyran – Wikipedia
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Some tips on 65412-03-5

65412-03-5 4-(2-Aminoethyl)tetrahydro-2H-pyran 2773198, 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.65412-03-5,4-(2-Aminoethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.,65412-03-5

Ethyl 2-(3,5-dibromopyrazin-2- ylamino)acetate (See Example 6.B) (1.0 g, 2.95 mmol) and 2-(tetrahydro-2H-pyran-4- yl)ethanamine (0.381 g, 2.95 mmol) were placed in a microwave vial, dimethylsulfoxide (2 mL) was added and the resulting mixture was heated in a Biotage Emrys Optimizer microwave reactor at 150 0C for 3600 s. The crude reaction mixture was purified using silica gel chromatography (33 % ethyl acetate in hexanes) to yield the title compound (0.5 g, 1.3 mmol, 44 % yield). MS (ESI) m/z 387.1 [M]+, 389.1 [M+2]+.

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

Reference£º
Patent; SIGNAL PHARMACEUTICALS, LLC; ELSNER, Jan; HARRIS, Roy, L.; LEE, Branden; MORTENSEN, Deborah; PACKARD, Garrick; PAPA, Patrick; PERRIN-NINKOVIC, Sophie; RIGGS, Jennifer; SANKAR, Sabita; SAPIENZA, John; SHEVLIN, Graziella; TEHRANI, Lida; XU, Weiming; ZHAO, Jingjing; PARNES, Jason; MADAKAMUTIL Loui; FULTZ Kimberly; NARLA, Rama K.; WO2010/62571; (2010); A1;,
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Simple exploration of 5631-96-9

5631-96-9 2-(2-Chloroethoxy)tetrahydro-2H-pyran 254951, aTetrahydropyrans compound, is more and more widely used in various fields.

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, (1) 15 ml of dimethylformamide, 1.06 g of 2-(tetrahydropyran-2-yl-oxy)ethyl chloride, 0.97 g of potassium carbonate and 0.1 g of potassium iodide were added to 1.30 g of 1,2,3,3a,4,5,6,7-octahydro-7-oxo-azepino[1,2,3-lm]-beta-carboline, and the mixture was stirred at 80 C. for 4 hours. After the reaction was completed, the reaction mixture was poured into ice-water and the aqueous mixture was extracted with ethyl acetat. The extract was washed with water, dried and condensed. The oily residue thus obtained was purified by silica gel chromatography (Solvent: 1% methanol-chloroform), whereby 934 mg of 1,2,3,3a,4,5,6,7-octahydro-3-[2-(tetrahydropyran-2-yl-oxy)ethyl]-7-oxo-azepino[1,2,3-lm]-beta-carboline were obtained as an oil. Yield: 47% IRnumaxfilm (cm-1): 1695, 1620, 760 Mass (m/e): 368 (M+) NMR (delta, CDCl3): 8.67-8.30 (m, 1H, aromatic); 7.73-7.13 (m, 3H, aromatic); 4.63 (broad, 1H STR34 4.83-2.52 (m, 13H); 2.50-1.00 (m, 10H)

5631-96-9 2-(2-Chloroethoxy)tetrahydro-2H-pyran 254951, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Tanabe Seiyaku Co., Ltd.; US4228168; (1980); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 344329-76-6

The synthetic route of 344329-76-6 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.344329-76-6,Tetrahydro-2H-pyran-4-carboxamide,as a common compound, the synthetic route is as follows.

General procedure: A mixture of bromo-ketone (0.6 g,2.9 mmol), amide (0.55 g, 3.6 mmol, 1.25 equiv), and silver triflate (0.9 g,3.6 mmol, 1.25 equiv) in ethyl acetate (4 mL) was heated to 50?70 ¡ãC. After thereaction was deemed complete by HPLC analysis, the mixture was cooled to 20 ¡ãC and diluted with ethyl acetate (3 mL). A solution of sat?d NaCl (3?4 mL)was added and the mixture stirred at 20 ¡ãC for at least 4 h. The silver salts (AgBr and AgCl) are removed by filtration and the resulting biphasic solution transferred to a separatory funnel and the layers separated. The organic layer isthen washed with water (4 mL), 5percent NaHCO3 (4 mL), 1 N HCl (4 mL), and water(4 mL). The organic layer is concentrated to dryness and the residue purified by flash column chromatography (5percent EtOAc/hexanes) to obtain pure oxazole product., 344329-76-6

The synthetic route of 344329-76-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Bailey, Jessica L.; Sudini, Ravinder R.; Tetrahedron Letters; vol. 55; 27; (2014); p. 3674 – 3677;,
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.

Step 1 a Synthesis of Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate To a stirred solution of (tetrahydro-2H-pyran-4-yl)methanol (300 mg, 2.58 mM) in DCM (5 ml), triethyl amine (784 mg, 7.75 mM) was added. The reaction mixture was stirred for 5 min at 0 QC followed by the addition of 4-methylbenzene-1 -sulfonyl chloride (542 mg, 2.84 mM). The reaction mixture was further stirred for 2h. RM, concentrated and purified by column chromatography to afford the title compound tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate (634 mg). Yield: 91 %; 1 H NMR (CDCI3, 300 MHz): delta 7.81 (d, J=8.1 Hz, 2H), 7.38 (d, J=8.1 Hz, 2H), 3.97-3.86 (m, 4H), 3.36 (t, J=6.5 Hz, 2H), 2.47 (s, 3H), 1 .97-1 .94 (m, 1 H), 1 .62 (d, J=12 Hz, 2H), 1 .35-1 .23 (m, 2H), MS: m/z 293 (M+Na).

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; PIRAMAL ENTERPRISES LIMITED; KUMAR, Sanjay; SHARMA, Rajiv; MAHAJAN, Vishal, Ashok; SAWARGAVE, Sangameshwar, Prabhakar; WO2013/128378; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 185815-59-2

185815-59-2, As the paragraph descriping shows that 185815-59-2 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.185815-59-2,4-Isobutyldihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

Example 15: Preparation of r3R)-5-methyl-3-(2-oxo-2(rriR)-l-phenylethvnamino}ethyl) hexanoic acid compound (24); [0089] A three-neck- flask equipped with an addition funnel, thermometer pocket, drying tube and a mechanical stirrer, was charged with n-butanol (100 ml), (R)-(+)- phenylethylamine (35.58 g, 0.147mole) and 4-dimethylaminopyridine (0.18 g, 0.00147 mole). The mixture was cooled to a temperature of 0-50C, followed by addition of a solution of 3-isobutyl glutaric anhydride (25 g, 0.147 mole) in n-butanol (25 ml), over a period of 15-20 minutes, and stirring for additional 1.5-2 hours, at a temperature of 0-50C. The solvent was stripped off and the residue was extracted with 2.5-3 percent aqueous solution of NaOH solution (500 ml), and diluted with water (1000 ml) followed by washing the aqueous phase with toluene (1 x 100 ml and 1 x 50 ml). The pH of the aqueous phase was adjusted to 2-2.5 EPO by adding a 1-12N solution of hydrochloric acid. The aqueous phase was further extracted with ethyl acetate (1 x 150 ml and 1 x 50 ml), followed by drying the combined ethyl acetates extracts over anhydrous sodium sulfate, and stripping off the solvents, to obtain a residue. The residue was crystallized from ethyl acetate and toluene mixture to get 23.1 g (54.03 percent yield) of a white solid of (3R)-5-methyl-3-(2-oxo-2-{[(lR)-l- phenylethyl] amino }ethyl)hexanoic acid with an optical purity of 99.16 percent, as measured by chiral HPLC.

185815-59-2, As the paragraph descriping shows that 185815-59-2 is playing an increasingly important role.

Reference£º
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2007/35789; (2007); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 873397-34-3

Big data shows that 873397-34-3 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.873397-34-3,Tetrahydro-2H-pyran-3-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: A solution of tert-butyl (2-amino-4-(4-fluorophenyl)phenyl)carbamate (12.1 g, 40.1 mmol,0.9 eq.), tetrahydro-2H-pyran-4-carboxylic acid (6.0 g, 46.1 mmol, 1.0 eq.), HATU (21.0g, 55.3 mmol, 1.2 eq.) and Huenigs base (16.1 mL, 92.3 mmol, 2.0 eq.) in DMF (60 mL) was stirred at room temperature. After completion, the reaction mixture was diluted with water. The solid was isolated by filtration and washed with pentane to afford tert-butyl (2-(tetrahydro-2H-pyran-4-carboxamido)-4-(thiophen-2-yl)phenyl)carbamate (15.1 g, 79 percentyield)., 873397-34-3

Big data shows that 873397-34-3 is playing an increasingly important role.

Reference£º
Article; Wagner, Florence F.; Weiwer, Michel; Steinbacher, Stefan; Schomburg, Adrian; Reinemer, Peter; Gale, Jennifer P.; Campbell, Arthur J.; Fisher, Stewart L.; Zhao, Wen-Ning; Reis, Surya A.; Hennig, Krista M.; Thomas, Meryl; Mueller, Peter; Jefson, Martin R.; Fass, Daniel M.; Haggarty, Stephen J.; Zhang, Yan-Ling; Holson, Edward B.; Bioorganic and Medicinal Chemistry; vol. 24; 18; (2016); p. 4008 – 4015;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 14774-37-9

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

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

To the stirred solution of tetrahydropyran-4-ylmethanol 10-1 (200 mg, 1.72 mmol) in DCM (5 rnL) was added TEA (348.46 mg, 3.44 mmol, 479.97 uL) followed by methanesulfonyl chloride 10-2 (236.68 mg, 2.07 mmol, 159.92 uL). The reaction was stirred at room temperature for 5 hours and the cooled to room temperature, diluted with ethyl acetate, washed with water, brine, dried over sodium sulfate and concentrated under reduced pressure to afford tetrahydropyran-4-ylmethyl methanesulfonate 10-3 (328 mg, 1.69 mmol, 98.07% yield) as gum. 1HNMR (400 MHz, DMSO- d6) 5 4.1-4.0 (m, 2H), 3.85 (dd, J = 11.28, 3.96 Hz, 2H), 3.34-3.26 (m, 2H), 3.17(s, 3H), 1.98-1.88 (m, I I I), 1.60-1.55 (m, 2H), 1.31-1.20 (m, 21 1), 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; C4 THERAPEUTICS, INC.; VEITS, Gesine, Kerstin; HE, Minsheng; HENDERSON, James, A.; NASVESCHUK, Christopher, G.; PHILLIPS, Andrew, J.; GOOD, Andrew, Charles; (471 pag.)WO2019/191112; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 103260-44-2

The synthetic route of 103260-44-2 has been constantly updated, and we look forward to future research findings.

103260-44-2, Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,103260-44-2

Preparatory Example 33 4-Tetrahydropyranylacetic acid STR234 20 ml of methanol, 10 ml of water and 1 g of sodium hydroxide were added to 0.9 g of ethyl 4-tetrahydropyranylacetate and agitated at 80 C. for 1 hour. The solvent was removed by distillation, to which water was added. After washing with ethyl acetate, a hydrochloric acid aqueous solution was added to the resultant aqueous phase to an extent of pH of 3, followed by extraction with chloroform under salting-out conditions and drying with anhydrous magnesium sulfate. This was removed by filtration and the solvent was distilled off, thereby obtaining 0.87 g of a crude intended compound. 1 H-NMR(CDCl3) delta:1.0-2.4(m,5H), 2.28(bd,J=6.5 Hz,2H), 3.37(td,J=11.5 Hz,2.9 Hz,2H), 3.7-4.1(m,2H), 7.85(bs,1H)

The synthetic route of 103260-44-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eisai Co., Ltd.; US5221671; (1993); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics