Day: September 4, 2020

185815-59-2, 4-Isobutyldihydro-2H-pyran-2,6(3H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 540.5 mmol of an anhydride (1k) was dissolved in 10 mL of methyl t-butyl ether at -20 C., 10 mol % of an organocatalyst (Q-BTBSA) was added thereto, 10 equivalents of methanol was added once thereto, and the mixture was stirred at -20 C. for 14 hours. This reaction was quenched using an aqueous solution of dilute hydrochloric acid (1N, 3 mL). The aqueous layer was extracted with ethyl acetate (2¡Á10 mL), and the combined organic layer was dried with MgSO4 and concentrated. The residue was purified by flash chromatography (25% ethyl acetate in normal-hexane) to obtain a hemiester (14 h, 96% yield). According to the known method (H. Han, Tetrahedron Lett. 2004, 45, 3301-3304), it was determined to obtain an enantiomeric excess of 92% by reacting the hemiester and R-1-(1-naphthyl)ethyl amine to be converted to an ester amide corresponding to the hemiester. The enantioselectivity was measured using high performance liquid chromatography (Hypersil, 40:1, hexane:isopropyl alcohol, 1 mL/min., t (main product)=11.4 min., t (side product)=16.2 min.)., 185815-59-2

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

Reference£º
Patent; SUNGKYUNKWAN UNIVERSITY FOUNDATION FOR CORPORATE COLLABORATION; US2011/213151; (2011); 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.29943-42-8,Dihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.

Tetrahydro-2H-pyran-4-carbonitrile. A solution of tetrahydro-4H-pyran-4-one (25 g, 250 mmol) and toluenesulfonylmethyl cyanide (53.7 g, 275 mmol) dissolved in ethylene glycol dimethylether (1 L) was cooled to 0 C. Added dropwise over 30 min was a solution of potassium t-butoxide (56 g, 500 mmol) dissolved in t-butanol (350 mL) and ethylene glycol dimethylether (150 mL). After stirring the resulting mixture for 3 h at room temp, diethyl ether (1 L) was added and the organic phase was washed with saturated aqueous NaHCO3. The organic phase was dried (Na2SO4) and concentrated. The residue was distilled at 39 C. 1.7 mm Hg to give the title compound as a colorless oil (10.87 g, 39% yield). 1H NMR (300 MHz, CDCl3) delta: 3.91-3.83 (2H, m), 3.61-3.54 (2H, m), 2.89-2.80 (1H, m), 1.97-1.78 (4H, m)., 29943-42-8

As the paragraph descriping shows that 29943-42-8 is playing an increasingly important role.

Reference£º
Patent; Naidu, B. Narasimhulu; US2005/256109; (2005); 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.1194-16-7,2,2-Dimethyltetrahydropyran-4-one,as a common compound, the synthetic route is as follows.

General procedure: Ethyl 4-oxocyclohexanecarboxylate (2.79 ml, 17.6 mmol), malononitrile (1.16 g, 17.6 mmol), sulfur (0.564 g, 19.4 mmol) and diethylamine (1.82 ml, 17.6 mmol) were stirred at 70 oC for 16 h in ethanol (10 ml). After cooling, the solvent was removed and the residue was dissolved in ethyl acetate (10 ml). The organic layer was then washed with water (3 x 10 ml), dried (magnesium sulfate), and concentrated in vacuo to give the thiophene as a pale orange solid (4.46 g)., 1194-16-7

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

Reference£º
Article; Sleebs, Brad E.; Nikolakopoulos, George; Street, Ian P.; Falk, Hendrik; Baell, Jonathan B.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 19; (2011); p. 5992 – 5994;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

85064-61-5, Tetrahydropyranyl-4-acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

85064-61-5, General procedure: To(1S,1?S)-1,1?-(5,5?-([1,1?-biphenyl]-4,4?-diyl)bis(1H-imidazole-5,2-diyl))bis(2,2-dimethylpropan-1-amine)tetrahydrochloride(75 mg, 0.124 mmol) was added3-hydroxy-2,2,3-trimethylbutanoic acid(38.2 mg, 0.261 mmol) inDMF(3 mL) followed byDIPEA(0.174 mL, 0.996 mmol) at 0¡ã C. ThenHATU(97 mg, 0.255 mmol) was added and stirred from 0¡ã C. to RT for 6 h. The crude was dissolved inEtOAc(50 mL), washed with saturated NH4Cl (25 mL), 10percent NaHCO3(25 mL), brine (25 mL), dried over Na2SO4and concentrated under reduced pressure. The crude material was purified by reverse phase HPLC (ACN/water/TFA) to getTFA saltof Example B-69 (30 mg) as awhitesolid. HPLC (Condition B-1 and B-2): >97percent homogeneity index. LC/MS (Condition B-12): Rt=2.13 min.1H NMR (MeOD, delta=3.34 ppm, 400 MHz): delta 7.92-7.85 (m, 10H), 4.94 (s, 2H), 1.28 (s, 18H), 1.16 (s, 12H), 1.15 (s, 12H). LC/MS:Anal. Calcd. for [M+H]+C42H61N6O4: 713.47; found 713.3. Example B-90-147 were prepared in a similar fashion starting from (1S,1?S)-1,1?-(5,5?-([1,1?-biphenyl]-4,4?-diyl)bis(1H-imidazole-5,2-diyl))bis(2,2-dimethylpropan-1-amine)tetrahydrochloride and appropriate acids according to the procedure described for Example B-69.

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Hewawasam, Piyasena; Lopez, Omar D.; Tu, Yong; Wang, Alan Xiangdong; Xu, Ningning; Kadow, John F.; Meanwell, Nicholas A.; Gupta, Samayamuthula Venkata Satya Arun Kumar; Kumar, Indasi J. Gopi; Ponugupati, Suresh Kumar; Belema, Makonen; US2015/23913; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

110238-91-0, Methyl tetrahydro-2H-pyran-4-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 5: (Tetrahydropyran-4-yl)methanoI; OHTo a suspension of LiAltL, (56g, 1.47mol) in diethyl ether (2L) under argon was added methyl tetrahydro-2H-pyran-4-carboxylate (270g, 1.88mol) in diethyl ether (ca. 200mL) under reflux over a period of 1.75h. After addition was complete reflux was continued for a further lh. TLC (diethyl ether) indicated a small amount of ester remained, so further LiAltLt (lOg, 0.26mol) was added and reflux continued for lh. Water (66mL) was added, then 15% NaOH solution (66mL), followed by further water (198mL). The solid was filtered and dried to give the crude product, which was redissolved in DCM (800 ml), dried (MgS04),filtered and the solvent removed to afford the title compound (207 g, 94% yield). NMR was consistent with the above structure., 110238-91-0

110238-91-0 Methyl tetrahydro-2H-pyran-4-carboxylate 2773520, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; PROSIDION LIMITED; WO2006/16178; (2006); 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.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

Example 71; 9- [4- (tetrahydro-2H-pyran-4-yloxy) phenyl] -3, 4- dihydropyrido [2, 1-c] [1, 2, 4] thiadiazine 2,2-dioxideA mixture of potassium carbonate (750 mg) , 4- bromotetrahydro-2H-pyran (896 mg) , sodium iodide (814 mg) and 4- (2, 2-dioxido-3, 4-dihydropyrido [2, 1-c] [1,2, 4] thiadiazin-9- yl)phenol (300 mg) in DMSO (5 mL) was stirred at 150Covernight and 160C for 24 hr. The mixture was poured into IN NaOH aq. and extracted with EtOAc. The organic layer was separated, washed with IN NaOH aq. and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography (NH silica gel, eluted with MeOH in EtOAc) to give a white solid (66.6 mg) . The solid was purified by preparative HPLC (C18, eluted with H20 in acetonitrile containing 0.1% TFA) . The desired fraction was neutralized with sat. NaHC03 aq. and extracted with EtOAc. The organic layer was separated, dried over anhydrousmagnesium sulfate and concentrated in vacuo to give the title compound (17.0 mg) as a white solid.XH NMR (300 MHz, DMSO-d6) delta 1.46-1.73 (2H, m) , 1.99 (2H, dd, J = 13.1, 4.0 Hz), 3.38-3.58 (4H, m) , 3.76-3.99 (2H, m) , 4.56-4.75 (3H, m) , 6.69 (1H, t, J = 6.8 Hz), 6.95-7.08 (2H, m) ,7.40-7.52 (2H, m) , 7.59 (1H, dd, J = 7.2, 1.5 Hz), 7.74 (1H, dd, J = 6.4, 1.5 Hz) .

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

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KORI, Masakuni; IMAEDA, Toshihiro; NAKAMURA, Shinji; TOYOFUKU, Masashi; HONDA, Eiji; ASANO, Yasutomi; UJIKAWA, Osamu; MOCHIZUKI, Michiyo; WO2012/20848; (2012); A1;,
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

To a suspension of 0.55 g of LiAlH4 (13.9 mmol) in THF (10 mL) is added dropwise a solution of 2 g (13.9 mmol) of Compound 17 in THF (10 mL) under nitrogen atmosphere. Upon complete addition, the reaction is stirred at room temperature for 18 h. The reaction is cooled in an ice-bath and quenched with addition of 1M aqueous NH4Cl solution (2 mL). The resulting precipitate is removed by filtration through Celite and is rinsed with ethyl acetate (3¡Á100 mL). The filtrate is dried over Na2SO4, filtered and concentrated under reduced pressure to afford 1.63 g of Compound 18 as a colorless oil. Yield: 90%; ES-MS m/z 131 [M+H]; 1H-NMR (500 MHz, CHLOROFORM-d) delta ppm 1.29 (2H, qd, J=12.08, 4.04 Hz), 1.50 (2H, qd, J=6.71, 1.37 Hz), 1.55-1.73 (3H, m), 1.95-2.07 (1H, m), 3.37 (2H, t, J=11.83 Hz), 3.66 (2H, t, J=6.03 Hz), 3.92 (2H, dd, J=11.44, 4.12 Hz).

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/71196; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

To 15 mL of tetrahydrofuran (THF) at 0 0C was added LiAlH4 (0.28 g, 7.3 mmol). This mixture was stirred for 10 min then the ethyl tetrahydropyran-4-yl-acetate (Combi- Blocks Inc., 0.50 g, 2.9 mmol) was added. The reaction was stirred for 5 min at 0 0C then was allowed to warm to ambient temperature and was stirred for 90 min. The reaction was quenched with excess NaHSO4-IOH2O and was stirred for 60 min. The mixture was filtered through Celite. The filtrate was concentrated to give the title compound which was carried on without further purification. MS (DCI/NH3) m/z 131 (M+H)+. EPO , 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.

Reference£º
Patent; ABBOTT LABORATORIES; WO2006/69196; (2006); 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

Sodium sulphide (42.2 g; 35%; 188.8 mmol) and sulphur (3.33 g; 104 mmol) are suspended in water (120 ml) and the suspension is stirred for 1.5 hours at 60 C. Benzene (250 ml), followed by tetrabutylammonium bromide (0.61 g; 1.89 mmol) and 4-bromo-tetrahydropyran (7.79 g; 47.2 mmol) are added and the entire mixture is stirred at 60 C. for four hours. The reaction mixture is poured on to ice-water and extracted twice with ether. The organic phase is dried over sodium sulphate, the salts are filtered off and the solvent is evaporated off. [01206] Yield: 2.41 g (44%) 4,4′-dithiobis-tetrahydropyran as a yellow oil. MS (ISP): 234 (M)+

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

Reference£º
Patent; Basilea Pharmaceutica AG; US6821980; (2004); B1;,
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

A mixture containing 3-methylindolin-2-one (1.0 g, 6.79 mmol) in 10 mL of THF was treated with TMEDA (1.1 mL, 7.3 mmol) and cooled to -78 . A 2.5 M solution of n-BuLi in THF (6.5 mL, 16 mmol) was added dropwise, followed by 4-bromotetrahydro-2H-pyran (1.3 g, 8.2 mmol) . The reaction mixture was allowed to warm to RT over a 2 hour period, then stirred at that temperature overnight. The reaction mixture was concentrated to dryness, then dissolved in 10 mL of DCM and treated at 0 with NBS (1.33 g, 7.47 mmol) . The mixture was then stirred for 1 hour and concentrated to dryness. Chromatography on SiO2(0-50EtOAc/DCM) gave the title product (1K-2) . MS (EI) calc’d for C14H17BrNO2[M+H]+, 310 found, 310.

25637-16-5, The synthetic route of 25637-16-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ACHAB, Abdelghani Abe; CHRISTOPHER, Matthew P.; FRADERA LLINAS, Francesc Xavier; KATZ, Jason D.; METHOT, Joey L.; ZHOU, Hua; XU, Shimin; FU, Jianmin; FU, Ning; LI, Yabin; WANG, Xichao; (228 pag.)WO2017/166104; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics