Month: November 2020

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

Intermediate 5: 2,2-dimethyl-4-(4-methylphenyl)oxan-4-ol n-BuLi (26.3 ml, 1.6 M in hexane, 42 mmol) was added dropwise to a solution of 4-bromo-toluene (7.70 g, 45 mmol) in THF (100 ml) at -78 C. under N2. The resulting mixture was stirred at -78 C. for 30 min and a solution of tetrahydro-2,2-dimethyl-4H-pyran-4-one (3.84 g, 30 mmol) in THF (20 ml) was added. The resulting mixture was stirred at -78 C. for another 20 min and quenched by adding MeOH (10 ml). The reaction was concentrated under vacuum and the resulting residue was diluted with EtOAc (500 ml) and washed with sat. NH4Cl (250 ml), brine (250 ml), dried and concentrated to give 2,2-dimethyl-4-(4-methylphenyl)oxan-4-ol as a white solid, which was used without further purification (5.41 g, 82%). 1H NMR (400 MHz, CDCl3) delta 7.36-7.26 (m, 2H), 7.11 (d, J=8.0, 2H), 4.10 (td, J=12.0, 2.2, 1H), 3.71 (ddd, J=11.8, 5.0, 2.1, 1H), 2.28 (s, 3H), 2.11 (ddd, J=13.7, 12.2, 5.0, 1H), 1.72 (dt, J=14.2, 8.3, 2H), 1.58 (dq, J=13.8, 2.2, 1H), 1.44 (s, 3H), 1.38 (s, 1H), 1.14 (s, 3H)., 1194-16-7

As the paragraph descriping shows that 1194-16-7 is playing an increasingly important role.

Reference£º
Patent; Trevena, Inc.; US2012/245181; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

951127-25-6, tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The [(2R, 3S) -5 – oxo -2 – (2, 5 – difluorophenyl) tetrahydro – 2H – pyran -3 – yl] tert-butyl carbamate (108 mg, 0 . 499mmol) and 2 – (dimethylamino sulfonyl) – 2, 6 – dihydro-pyrrolo [3, 4 – c] pyrazole (163 mg, 0 . 499mmol) dissolved in 5 ml methanol solution, then adding boric (18 mg, 0 . 15mmol), after the reaction overnight at room temperature, the solvent is removed under reduced pressure after silica gel column chromatography (dichloromethane: methanol=50:1) to obtain white solid 180 mg, this white solid is dissolved in 5 ml dichloromethane in, then add 1 ml trifluoroacetic acid, room temperature reaction 2h after, after the removing the solvent under reduced pressure, in and after the proper amount of ammonia water, silica gel column chromatography (dichloromethane: methanol=20:1) to obtain 114 mg of white solid, yield 78%., 951127-25-6

951127-25-6 tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate 44193925, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Chengdu Rongke Bo Hai Technology Co., Ltd.; Li Xiuping; (19 pag.)CN106543188; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

36838-71-8, 4-Methylenetetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: In a dry two-neck round-bottom flask equipped with a condenser and a magnetic stirrer were successively added oxime1b(1 or 2 eq., See Table 2), iodoester8(1 eq.) and the desired alkene partner (4-5 eq.) in benzene (0.4 M). Argon was then bubbled directly into the flask for 30 min. (Bu3Sn)2(1.5 eq.) was then injected and the flask was heated to 60C. DTBHN was added after 5min., then every 90 min if required (TLC). After total consumption of the starting iodide, the resulting mixture was concentrated in vacuo and purified by silica gel chromatography (Petroleum ether/EtOAc) to afford the desired product., 36838-71-8

The synthetic route of 36838-71-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Landais, Yannick; Robert, Frederic; Godineau, Edouard; Huet, Laurent; Likhite, Nachiket; Tetrahedron; vol. 69; 47; (2013); p. 10073 – 10080;,
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.23462-75-1,Dihydro-2H-pyran-3(4H)-one,as a common compound, the synthetic route is as follows.

[00520] To a solution of 142-1 (200.0 mg, 2.0 mmol, 1.0 eq) in DME (4.0 mL) was added t-BuOK (224.4 mg, 2.0 mmol, 1.0 eq) and 142-2 (484.2 mg, 2.2 mmol, 1.1 eq). The mixture was stirred at 80 C for 16 hour under an N2 atmosphere. TLC (Petroleum ether : ethyl acetate=3/l) showed a new spot appeared. The reaction was filtered and concentrated under reduced pressure to give a crude product. The crude product was diluted with water (5 mL) and washed with EtOAc (lOmL x 2). The combined organic layers were concentrated to give crude 142-3 (60. 0 mg, 0.53 mmol, 26.3% yield) as a yellow oil., 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; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (396 pag.)WO2018/204532; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

116131-44-3, 3-(Bromomethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of ethyl 2-oxocyclopentanecarboxylate 8a (0.50 mL, 3.4 mmol) and benzyl bromide (0.50 mL, 4.2 mmol) in N,N-dimethylacetamide (5 mL) is treated with powdered cesium carbonate (1.93 g, 5.9 mmol) and stirred at 65 C overnight. The mixture is cooled, filtered, and concentrated in vacuo. Purification of the crude material by flash chromatography(hexanes/ethyl acetate gradient) affords ethyl 1-benzyl-2-oxocyclopentane carboxylate 8b as a clear oil.

116131-44-3, As the paragraph descriping shows that 116131-44-3 is playing an increasingly important role.

Reference£º
Article; Azimioara, Mihai; Alper, Phil; Cow, Christopher; Mutnick, Daniel; Nikulin, Victor; Lelais, Gerald; Mecom, John; McNeill, Matthew; Michellys, Pierre-Yves; Wang, Zhiliang; Reding, Esther; Paliotti, Michael; Li, Jing; Bao, Dingjiu; Zoll, Jocelyn; Kim, Young; Zimmerman, Matthew; Groessl, Todd; Tuntland, Tove; Joseph, Sean B.; McNamara, Peter; Seidel, H. Martin; Epple, Robert; Bioorganic and Medicinal Chemistry Letters; vol. 24; 23; (2014); p. 5478 – 5483;,
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.103260-44-2,Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate,as a common compound, the synthetic route is as follows.

Synthesis of ethyl 5-chloro-2-(tetrahydropyran-4-yl)-valerate 672 mg of the title compound was obtained from ethyl (tetrahydropyran-4-yl)acetate (CAS No. 103260-44-2, 650 mg) and 1-chloro-3-iodopropane (0.61 ml) according to the method in Example 113. The property value of the compound is as follows. ESI-MS; m/z 249 [M++H]., 103260-44-2

103260-44-2 Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate 2773412, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Eisai R&D Management Co., Ltd.; EP2181992; (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.14774-37-9,Tetrahydropyran-4-methanol,as a common compound, the synthetic route is as follows.

To a solution of (tetrahydro-2H-pyran-4-yl)methanol (1 g, 8.61 mmol) and TEA (2.400 mL, 17.22 mmol) in THF (15 mL) was added dropwise Ms-Cl (1.006 mL, 12.91 mmol) at 0 C. The reaction mixture was stirred for 20 hours at 25 C. The reaction mixture was poured into water (20 mL), extracted by EtOAc (30 mL), washed with 1M HC1 (5 ml), sat NaElCCh, (10 ml) and brine (10 ml). The organic layer was dried over Na2S04, filtered and concentrated to give (tetrahydro-2H-pyran-4-yl)methylmethanesulfonate (1.1 g, 5.21 mmol, 60.6 % yield) as a brown oil which was used in the next step without purification.

14774-37-9, 14774-37-9 Tetrahydropyran-4-methanol 2773573, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; EASTMAN, Kyle J.; KADOW, John F.; GILLIS, Eric P.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; (0 pag.)WO2020/3093; (2020); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

125552-89-8, 4-(Bromomethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate A1 Kv): (2S,5R)-1-benzyl-2,5-dimethyl-4-(tetrahydro-2/-/-pyran-4- ylmethyl)piperazine.; To a microwave vial was added A11(iv) (7.5Og, 36.7 mmol),(bromomethyl)tetrahydropyran (6.57g, 36.7 mmol), triethylamine (12.8 ml_, 91.8 mmol), and MeOH (9 mL). The reaction mixture was heated to 150 0C for 2 hours in the microwave, at which time the resulting solid was triturated withMeOH, filtered, and dried to give the desired product as a white solid A11 (v) (6.1 g, 55%). Mass Spectrum: Calcd for Ci9H31N2O (M+H): 303. Found: 303., 125552-89-8

125552-89-8 4-(Bromomethyl)tetrahydropyran 2773286, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER INC.; WO2008/96260; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

25637-16-5, 4-Bromotetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a round bottomed flask was added 4-(3-chloropyrazin-2-yloxy)aniline (1.2276 g, 5.54 mmol) dissolved in a mixtue of THF (8.86 mL) and NMP (2.215 mL). Iron(iii) acetylacetonate (0.098 g, 0.277 mmol) was added and the temperature was brought to 0 0C. (Tetrahydro-2H-pyran-4-yl)magnesium chloride (8.31 mL, 6.65 mmol) was added dropwise to the reaction mixture. Upon completion, the reaction was quenched with saturated ammonia chloride solution. The reaction mixture was diluted with water and extracted with EtOAc. The organic extract was washed with water, brine, dried with magnesium sulfate, filtered, and concentrated. The crude product was adsorbed onto a plug of silica gel and chromatographed through a Redi-Sep pre-packed silica gel column (120 g), eluting with a gradient of 10% to 100% EtOAc in hexane, to provide 4-(3-(tetrahydro-2H-pyran-4-yl)pyrazin-2-yloxy)aniline.

25637-16-5, 25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; ALLEN, Jennifer R.; BOURBEAU, Matthew P.; CHEN, Ning; HU, Essa; KUNZ, Roxanne; RUMFELT, Shannon; WO2010/57121; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

Charge 250 g of anhydrous AlCl3 (1.87 moles) to a 2 L 3-neck round bottom flask, add 300 mL fluorobenzene (307.5 g; 3.2 moles) and cool the mixture in an ice bath to 5C. Add a hazy suspension of 100 g glutaric anhydride (0.86 mole) in 400 mL fluorobenzene (4.3 moles) through an addition funnel over a period of 45 min., and maintain the temperature below 12C. Warm the reaction mixture to ambient temperature gradually and agitate at r.t. for about 90 min.; check for completion by NMR. Cool the reaction mixture to 0 to 5C, then add a cold aqueous solution (700 mL) of 1 N HCl carefully to the mixture to destroy any unreacted AlCl3, keeping the temperature of the mixture below 20C during the early part of the acid addition, and below 40C for the rest of the time. Pour the entire mixture into a 2 L 1:1 mixture of water and ice (v/w) to precipitate out crude products, filter the white suspension and wash well with water. Add the white residue to 3 L of aqueous saturated solution (~5%) of NaHCO3, heat the basic mixture on a steam bath for one hour and filter the batch while hot through a thin pad of celite. Cool the filtrate to r.t., add about 320 mL of concentrated HCl dropwise into the filtrate to pH 1 to crystallize out products, and agitate the white suspension in an ice bath for 30 min. Filter the batch, wash the wet cake with ice cold water and dry in a vacuum oven at 50C for 16 h to obtain 143.2 g of 4-(4-fluorobenzoyl)-butyric acid; m.p. 141 to 142C, isolated yield: 79.3%.

108-55-4, As the paragraph descriping shows that 108-55-4 is playing an increasingly important role.

Reference£º
Patent; SCHERING CORPORATION; EP1137634; (2005); B1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics