New learning discoveries about 624734-17-4

As the paragraph descriping shows that 624734-17-4 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.624734-17-4,3-Methoxydihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.

624734-17-4, Intermediate 21b3-Methoxy-tetrahydro-pyran-4-one* (1 g, 7.68 mmol), commercially available (R)-(+)-l- phenylethylamine (0.99 ml, 7.68 mmol) and Raney-Nickel (200 mg) in 10 ml of dry ethanol were stirred under a hydrogen atmosphere (5 bar) for 15 days. The reaction mixture was diluted with 20 ml of methanol and 20 ml of tetrahydrofurane, stirred for 15 minutes, filtered on a celite pad and concentrated under vacuum. The crude product was loaded on a SCX cartridge (50g). The cartridge was washed with methanol and the desired product was eluted with a 7 M solution of ammonia in methanol. The basic organic phase was concentrated under vacuum and the crude product was purified by flash chromatography(dichloromethane/methanol= 98/2%) to obtain 710 mg (3.02 mmol) of the desired product as single stereoisomer (diastereoisomeric purity confirmed and relative cis configuration assigned by NMR). GC/MS (method 3B) Rt = 35.04 min.

As the paragraph descriping shows that 624734-17-4 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; EBEL, Heiner; FRATTINI, Sara; GIOVANNINI, Riccardo; HOENKE, Christoph; SCHEUERER, Stefan; WO2011/147772; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 29943-42-8

29943-42-8, As the paragraph descriping shows that 29943-42-8 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.29943-42-8,Dihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.

To a solution of tetrahydropyran-4-one (71.6 g, 715 mmol) in methanol (2 L) was added tert-butylcarbazate (100 g, 758 mmol) at ambient temp. The mixture was stirred at ambient temp for 20 h. The reaction mixture was concentrated under reduced pressure to dryness to afford a white solid (154 g). To a suspension of the white solid (154 g, 715 mmol) in water (1 L) was added acetic acid (500 mL, 8.73 mol) and the mixture was stirred for 30 min to get a clear solution. To this solution, solid NaCNBH3 (44.5 g, 708 mmol) was added portion-wise. The mixture was stirred at ambient temp for 2 h. The mixture was then transferred to a 12 L flask, cooled to 0 C., and quenched with 1N NaOH (8.73 L, 8.73 mol). The mixture was extracted with CH2Cl2 (3*3 L) and dried over Na2SO4. The organic layer was filtered and concentrated to afford a white solid (164 g, contains ~15% of N-acetyl-N’-Boc-hydrazine derivative). Chromatography [silica, ethyl acetate/MeOH (95:5] gave 94 g of 90% pure boc-hydrazine. A solution of boc-hydrazine (50 g, 231 mmol) in methanol (500 mL) was added a solution of HCl in dioxane (462 mL, 1.85 mol, 4.0 M). The mixture was stirred at ambient temp overnight. Concentration of the reaction mixture under reduced pressure afforded the title compound as a white solid (43 g, 98%). 400 MHz 1H NMR (DMSO) delta 3.85-3.82 (m, 2H), 3.27-3.21 (m, 2H), 3.13-3.05 (m, 1H), 1.88-1.84 (m, 2H), 1.48-1.38 (m, 2H). MS: (M+H m/z=117.2).

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

Reference£º
Patent; Pfizer Inc; US2009/30003; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 101691-94-5

As the paragraph descriping shows that 101691-94-5 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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

All starting materials were evaporated with toluene several times and all glassware was dried in oven overnight. A solution of LiHMDS (5.91 ml, 5.91 mmol) in THF (15 ml) was cooled to -78 C. The acetamide Part A(iv) compound(1.0 g, 2.81 mmol) was dissolved in THF (15 ml) and was added dropwise to the LiHMDS solution over 15 min. The reaction was stirred at -78 C. for 15 min and was then warmed to 0 C. for 45 min. The reaction was recooled to -78 C., and distilled DMPU (0.714 ml, 5.91 mmol) was added; the reaction was stirred at -78 C. for about 15 min, then the iodide Part A(v) compound (0.954 g, 4.22 mmol) was added. The reaction was stirred at -78 C. for 1 h and was then slowly warmed to RT and was stirred for 18 h. The reaction was quenched with saturated aqueous NH4Cl (10 mL) and was diluted with EtOAc. The reaction was washed with H2O. The aqueous layer was extracted with EtOAc, and the combined organic layers were washed with Brine, dried [MgSO4], filtered, and concentrated in vacuo to give the Part A(vi) compound (1.3 g, quantitative yield) as a yellow oil., 101691-94-5

As the paragraph descriping shows that 101691-94-5 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; US2008/21052; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 116131-44-3

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

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

To a solution of 2,4-dimethyl-N-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)oxazole-5-carboxamide (0.050 g, 0.136 mmol) in anhydrous dimethylformamide (3 mL) in a flamed dried flask under argon atmosphere at 0 C. was added sodium hydride (60% in mineral oil, 0.014 g, 0.339 mmol) was added in one portion. The reaction was stirred for 10 min at 0 C. then 3-(bromomethyl)tetrahydro-2H-pyran (0.024 g, 0.136 mmol) was added via syringe. The mixture was then stirred for 24 hours at room temperature. After consumption of starting material, the reaction mixture was quenched with saturated ammonium chloride (25 mL) and extracted with ethyl acetate (2*25 mL). The combined organics were washed once with saturated sodium bicarbonate (50 mL) and dried over anhydrous sodium sulfate. The concentrated residue was purified by flash chromatography over silica gel using 95:5 dichloromethane/methanol to give 2,4-dimethyl-N-(4-(2-oxo-1-((tetrahydro-2H-pyran-3-yl)methyl)-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)oxazole-5-carboxamide (0.062 g, 97%) as a white solid. 1H NMR (400 MHz, DMSO-d): delta 12.53 (s, 1H), 7.80 (m, 2H), 7.61 (s, 1H), 7.24 (d, 1H, J=8.4 Hz), 3.87 (d, 2H, J=7.2 Hz), 3.68 (m, 2H), 3.32 (m, 1H), 3.17 (dd, 1H, J=11.6, 9.6 Hz), 2.92 (m, 2H), 2.59 (m, 2H), 2.41 (s, 3H), 1.87 (m, 1H), 1.72 (m, 1H), 1.58 (m, 1H). MS (ESI): Calcd. for C24H26N4O4S: 466, found 467 (M+1)+., 116131-44-3

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

Reference£º
Patent; Nantbio, Inc.; Tao, Chunlin; Nallan, Laxman; Ho, David G.; Wang, Qinwei; Weingarten, Paul; Juncker-Jensen, Anna B.; (121 pag.)US2018/201610; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 220641-87-2

The synthetic route of 220641-87-2 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.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

To a solution of 2-bromo-4-isopropyl-thiazole-5-carboxylic acid ethyl ester (0.50 g, 1.80 mmol) in 1-methyl-2-pyrrolidone (10 ml) are added potassium carbonate (0.37 g, 2.70 mmol) and N-methyltetrahydro-2H-pyran-4-amine (0.62 g, 5.40 mmol) at RT and the reaction mixture is heated at 150C for 16 h. After completion of the reaction, the mixture is diluted with methyl tert-butyl ether (20 ml) and washed with water (3 x 20 ml) and brine (3 x 20 ml). The organic layer is dried over anhydrous sodium sulfate and evaporated to get the crude product, which is purified by column chromatography (silica gel,10% EtOAc/hexane) to yield 4-isopropyl-2-(methyl-tetrahydro-pyran-4-yl-amino)-thiazole-5-carboxylic acidethyl ester (0.56 g, 1.92 mmol, 99%)., 220641-87-2

The synthetic route of 220641-87-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GRUeNENTHAL GMBH; LUCAS, Simon; KUHNERT, Sven; BAHRENBERG, Gregor; SCHROeDER, Wolfgang; WO2014/82739; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 33821-94-2

33821-94-2 2-(3-Bromopropoxy)tetrahydro-2H-pyran 2777988, aTetrahydropyrans compound, is more and more widely used in various fields.

33821-94-2, 2-(3-Bromopropoxy)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,33821-94-2

Following a similar procedure, 27 was synthesized from 1,3-benzenediol and 2-(3-bromopropoxy)tetrahydropyran.35 Clear oil.Yield 72%. IR (KBr, cm1) 1183, 1155, 1140, 1124, 1077, 1035(tetrahydropyranyl ring). 1H NMR (CDCl3) d: 7.18-7.11 (m, 1H),6.53-6.46 (m, 3H), 4.63-4.57 (m, 2H), 4.12-4.02 (m, 4H), 3.96-3.80 (m, 4H), 3.61-3.45 (m, 4H), 2.07 (quintet, 4H, J = 6.5 Hz),1.88-1.46 (m, 4H). 13C NMR (CDCl3) d: 160.25, 129.76, 106.78,101.55, 98.94, 64.92, 64.03, 62.30, 30.70, 29.70, 25.47, 19.59.C22H34O6 requires: C 66.98; H 8.69. Found: C 66.96; H 8.89.

33821-94-2 2-(3-Bromopropoxy)tetrahydro-2H-pyran 2777988, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Article; Lucchesini, Francesco; Pocci, Marco; Alfei, Silvana; Bertini, Vincenzo; Buffoni, Franca; Bioorganic and Medicinal Chemistry; vol. 22; 5; (2014); p. 1558 – 1567;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 135643-82-2

135643-82-2, As the paragraph descriping shows that 135643-82-2 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.135643-82-2,Methyl 2-((tetrahydro-2H-pyran-2-yl)oxy)acetate,as a common compound, the synthetic route is as follows.

A. Under nitrogen with stirring at room temperature solution of 17beta-hydroxy-5alpha-androstan-3-one (the compound of Formula VII wherein X-Y is STR14 and Z is H, 145.2 g.) in dry dimethylformamide (500 ml.) was added slowly to a suspension of sodium hydride (60%, 48 g.) in dry dimethylformamide (100 ml.). A solution of methyl glycolate tetrahydropyranyl ether (130.5 g.) in dry dimethylformamide (100 ml.) was then slowly added. After continued stirring overnight methanol (50 ml.) was added slowly. The resulting mixture was poured into ice-water (4 1.). The resulting solution was filtered and the filter pad was washed with water. Neutralization of the filtrate with hydrochloric acid (6N) gave a white crystalline solid, which was collected by filtration, washed with water and dried, affording 17beta-hydroxy-2alpha-{[(tetrahydro-2H-pyran-2-yl)oxy]acetyl}-5alpha-androstan-3-one (the compound of Formula VI wherein Q’ is tetrahydropyranyl, X-Y is STR15 and Z is H; 206 g, 96% yield). Recrystallization of part (15.0 g.) of the product from cyclohexane gave a white crystalline solid (12.0 g.) having m.r. 128-131 C.

135643-82-2, As the paragraph descriping shows that 135643-82-2 is playing an increasingly important role.

Reference£º
Patent; Sterling Drug Inc.; US5100882; (1992); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 110238-91-0

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

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

Acid Method B:Synthesis of Compound B6Step 1: Synthesis of Compound B2To 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 compound B l 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 compound B2 as a clear oil. Yield: 91%; ]H-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

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

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; ZINDELL, Renee, M.; ERMANN, Monika; WO2011/109324; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 33024-60-1

As the paragraph descriping shows that 33024-60-1 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.33024-60-1,Tetrahydro-2H-pyran-4-amine hydrochloride,as a common compound, the synthetic route is as follows.

Intermediate 17 (0. 031g, 0.1 mmol) was dissolved in acetonitrile (lml). [4-AMINOTETRAHYDROPYRAN HYDROCHLORIDE] (Intermediate 8A, [0.] [015G,] 0.11 mmol) and N, N- diisopropylethylamine (0. [08ML,] 0.5 mmol) were added and the mixture stirred under nitrogen at [85¡ãC] for 16h, then concentrated in vacuo. The residue was partitioned between dichloromethane (DCM) and water. The layers were separated and the organic layer was concentrated in vacuo to afford Example 21 (0.027g). LCMS showed [MH+ =] [380] ; [TRET = 2. 92 MIN.], 33024-60-1

As the paragraph descriping shows that 33024-60-1 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/24728; (2004); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 25637-16-5

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

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

General procedure: A mixture of {(S)-6-[(R)-7-fluoro-4-(4-hydroxy-phenoxy)-indan-1 -yloxy]-2,3-dihydro- benzofu ra n-3-yl}-acetic acid methyl ester (60 mg), toluene-4-su lfon ic acid 2-methoxy- ethyl ester (34 mg), and cesium carbonate (60 mg) in N,N-dimethylformamide (2 mL) is stirred for 1.5 h at 6000. After cooling to room temperature, the mixture is dilutedwith water an extracted with ethyl acetate. The combined extracts are washed with brine, dried (MgSO4), and concentrated in vacuo. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 80:20-*60:40) to give the title compound. The title compound is prepared from {(S)-6-[(R)-4-(4-cyano-3-hydroxy-phenoxy)-7- fluoro-indan-1 -yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester and 4- bromo-tetrahydropyran following a procedure analogous to that described forIntermediate 8. The crude product is used for the next reaction step without further purification.

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; FRATTINI, Sara; LANGKOPF, Elke; WAGNER, Holger; WO2014/86712; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics