Brief introduction of 29943-42-8

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

29943-42-8, Dihydro-2H-pyran-4(3H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the mixture of tetrahydro-4H-pyran-4-one (15.00 g, 149.82 mmol), dimethyl carbonate (33.74 g, 374.55 mmol) in THF (300.00 mL) was added NaH (14.98 g, 374.55 mmol, 60% purity) by protions at 0 C. The mixture was stirred under N2 at 0 C for 30 mm, then at 15C for 30 mm. Then the mixture was warmed to 45 C and stirred for 15 h. TLC (petroleum ether/EtOAc=3: 1, Rf=0.6) showed one new main spot. The reaction mixture was poured into the mixture of icy 1 N HC1 (600 mL) and extracted with EtOAc (600 mLx3). The combined organic layers were washed with brine (800 mLx2), dried over Na2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Si02, petroleum ether/EtOAc=1 :0 to 10:1) to afford the title compound (7.75 g 33%) as colorless oil. ?HNIVIR(400IVIHz, DMSO-d6) oe 11.78 (s, 1H), 4.14-4.10 (m, 1H), 4.07-3.95 (m, 1H), 3.86 (t,J5.6 Hz, 2H), 3.78-3.77 (m, 3H), 2.40 (t, J= 5.6 Hz, 2H).

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

Reference£º
Patent; KADMON CORPORATION, LLC; OLSZEWSKI, Kellen; POYUROVSKY, Masha; BARSOTTI, Anthony; KIM, Ji-In; LIU, Kevin; MORRIS, Koi; (143 pag.)WO2016/210331; (2016); A1;,
Tetrahydropyran – Wikipedia
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Some tips on 185815-59-2

The synthetic route of 185815-59-2 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.185815-59-2,4-Isobutyldihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

Example 11: Preparation of (3R)-5-methyl-3-(2-oxo-2{[(lR)-l-phenylethyl]amino}ethyl) hexanoic acid compound (24); [0085] A three-necked flask equipped with an addition funnel, thermometer pocket, drying tube and a mechanical stirrer, was charged with methyl isobutyl ketone (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 methyl isobutyl ketone (25 ml), over a period of 15-20 minutes, and stirring for additional 1.5-2 hours, at a temperature of 0-5 C. The solvent was stripped off and the residue was extracted with 2.5-3 percent aqueous solution OfNaHCO3 solution (500 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 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 25.2 g (58.9 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 99.3 percent, as measured by chiral HPLC.

The synthetic route of 185815-59-2 has been constantly updated, and we look forward to future research findings.

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

Downstream synthetic route of 36838-71-8

As the paragraph descriping shows that 36838-71-8 is playing an increasingly important role.

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

Intermediate HKi): 1 ,6-dioxaspiro[2.5]octaneA solution of 4-methylenetetrahydro-2H-pyran (1.00 g, 10.2 mmol) in CH2CI2 (30 ml.) was placed in an ice bath then mef¡ã-chloroperoxybenzoic acid (2.46 g, 14.3 mmol) was added in three portions. The reaction was slowly warmed to RT and stirred for 3h then quenched with 10% NaOH(aq) (10 mL) and extracted with CH2CI2 (2 x 15 ml_). The combined extracts were dried (MgSO4), filtered and concentrated to provide intermediate HlXi) as a clear oil (607 mg, 52%). 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 1.45 – 1.63 (m, 2 H), 1.76 – 1.99 (m, 2 H), 2.69 (s, 2 H), 3.71 – 3.95 (m, 4 H).

As the paragraph descriping shows that 36838-71-8 is playing an increasingly important role.

Reference£º
Patent; PFIZER INC.; WO2008/125945; (2008); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 1228779-96-1

The synthetic route of 1228779-96-1 has been constantly updated, and we look forward to future research findings.

1228779-96-1, 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2- ((1H-pyrrolo [2, 3-b] pyridin-5-yl) oxy)-4-(5- (2-phenylpyrrolidin-1-yl) pyrazolo [1, 5-a] pyrimidin-2-yl) benzoic acid (250 mg, 0.484 mmol), 3-nitro-4- (((tetrahydro-2H-pyran-4-yl) methyl) amino) benzenesulfonamide (150 mg, 0.484 mmol), EDCI (196 mg, 0.969 mmol), DMAP (88 mg, 0.727 mmol) and TEA (150 mg, 1.452 mol) in DCM (10 ml) was stirred at ambient temperature for 4 d. The reaction solution was washed with H 2O (10 mL), concentrated, purified by column chromatograph on silica gel (100-200 mesh, eluted with DCM: MeOH = 20: 1) to give a crude product, the crude product was purified by pre-HPLC to give the product (80 mg). 1H NMR (DMSO-d 6) delta ppm: 12.35 (s, 1H), 11.79 (s, 1H), 8.69-8.31 (m, 3H), 8.09 (d, J = 2.4 Hz, 1H), 7.87 (dd, J = 9.2, 2.4 Hz, 1H), 7.77-7.50 (m, 4H), 7.31-7.15 (m, 7H), 6.50-6.43 (m, 2H), 5.15 (s, 1H), 3.89-3.82 (m, 3H), 3.64 (s, 1H), 3.30-3.21 (m, 5H), 2.39-2.33 (m, 1H), 1.93-1.82 (m, 4H), 1.59 (d, J = 12.0 Hz, 2H), 1.29-1.18 (m, 2H). MS (ESI, m/e) [M+1] + 814.1.

The synthetic route of 1228779-96-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BEIGENE, LTD.; GUO, Yunhang; XUE, Hai; WANG, Zhiwei; SUN, Hanzi; (493 pag.)WO2019/210828; (2019); A1;,
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Brief introduction of 85064-61-5

The synthetic route of 85064-61-5 has been constantly updated, and we look forward to future research findings.

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

A mixture of (rac)-ethyl 4,5-dimethyl-17-[3-(naphthalen-1-yloxy)propyl]-7,8,9,14-tetrahydro-5H- indolo[1 ,7-bc]pyrazolo[4,3-e][2,8]benzodiazacycloundecine-16-carboxylate (see intermediate 31, 150 mg, 251 mihoI), (1H-benzotriazol-1-yloxy)(tripyrrolidin-1-yl)phosphonium hexafluorophosphate (143 mg, 276 pmol), tetrahydro-2H-pyran-4-ylacetic acid (CAS 85064-61- 5, 39.7 mg, 276 pmol) and N,N-diisopropylethylamine (87 mI, 500 mmol) in DMF (3 ml_) was stirred at ambient temperature for 90 minutes. After removal of all volatiles, the residue was subjected to flash chromatography (Biotage SNAP cartridge silica, dichloromethane/ethanol gradient, 0% -> 10% ethanol) to give the title compound (177 mg).LC-MS (Method 2): Rt= 1.70 min; MS (ESIpos) : m/z = 726 [M+H]+1H-NMR (400 MHz, DMSO-d6) d [ppm]: 0.884 (1.91), 0.902 (3.95), 0.920 (1.91), 0.992 (0.60), 1.009 (0.64), 1.035 (7.16), 1.052 (16.00), 1.070 (8.00), 1.165(1.17), 1.185(1.27), 1.196 (1.17), 1.220 (3.92), 1.237 (7.67), 1.255 (3.51), 1.564 (0.90), 1.598 (0.84), 1.626 (0.94), 1.658 (0.80), 1.726 (9.47), 1.791 (0.44), 1.985 (0.67), 2.065 (5.29), 2.084 (1.07), 2.092 (0.50), 2.308 (1.64), 2.322 (2.91), 2.327 (3.21), 2.331 (2.48), 2.336 (1.74), 2.388 (1.10), 2.402 (1.07), 2.420 (1.54), 2.438 (1.67), 2.456 (1.37), 2.518 (7.67), 2.523 (4.99), 2.665 (1.44), 2.669 (1.97), 2.673 (1.44), 3.245 (0.97), 3.257 (1.07), 3.274 (1.81), 3.281 (1.67), 3.370 (1.51), 3.388 (2.11), 3.405 (2.18), 3.417 (1.57), 3.422 (3.62), 3.435 (3.62), 3.440 (3.45), 3.452 (3.48), 3.457 (1.17), 3.469 (1.10), 3.499 (1.07), 3.535 (1.24), 3.547 (1.04), 3.589 (0.97), 3.716 (1.24), 3.771 (10.64), 3.802 (1.64), 3.816 (1.37), 4.202 (0.57), 4.217 (0.97), 4.226 (1.27), 4.242 (2.74), 4.260 (3.51), 4.274 (2.61), 4.277 (2.54), 4.344 (2.38), 4.356 (4.52), 4.369 (2.18), 4.582 (0.87), 4.623 (0.80), 5.052 (0.54), 5.087 (0.50), 5.345 (0.94), 5.387 (1.44), 5.522 (1.51), 5.564 (0.94), 5.759 (4.02), 6.446 (1.17), 6.466 (1.24), 6.804 (0.40), 6.821 (0.54), 6.837 (1.71), 6.855 (1.87), 6.916 (2.01), 6.934 (2.64), 6.949 (1.14), 6.969 (0.67), 7.028 (1.77), 7.048 (2.71), 7.066 (1.84), 7.075 (1.71), 7.090 (3.25), 7.108 (0.67), 7.168 (0.77), 7.381 (1.94), 7.402 (3.65), 7.421 (2.88), 7.461 (3.92), 7.482 (2.18), 7.504 (0.60), 7.517 (1.77), 7.523 (2.78), 7.531 (3.15), 7.541 (2.91), 7.546 (1.87), 7.559 (0.74), 7.727 (0.50), 7.746 (2.1 1 ), 7.765 (1.64), 7.868 (2.14), 7.878 (0.90), 7.885 (1 .74), 7.892 (1 .71 ), 8.267 (1 .41 ), 8.273 (1.14), 8.290 (1.10).

The synthetic route of 85064-61-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; THE BROAD INSTITUTE, INC.; THEDE, Kai; MENGEL, Anne; CHRIST, Clara; KUHNKE, Joachim; JOHANNES, Sarah, Anna, Liesa; BUCHGRABER, Philipp; KLAR, Ulrich; SACK, Ulrike; KAULFUSS, Stefan; FERNANDEZ-MONTALVAN, Amaury, Ernesto; WERBECK, Nicolas; MOeNNING, Ursula; FERRARA, Steven, James; SERRANO-WU, Michael, H.; LEMKE, Chris; MCKINNEY, David; FITZGERALD, Mark; NASVESCHUK, Christopher; LAZARSKI, Kiel; FURST, Laura; WEI, Guo; MACCARREN, Patrick, Ryan; HARVEY, Rebecca, Ann; WILSON, Craig; (406 pag.)WO2019/96907; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 125995-03-1

125995-03-1 Atorvastatin lactone 6483036, aTetrahydropyrans compound, is more and more widely used in various.

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

Compound 42 (100 mg, 185 muiotaetaomicron) was dissolved (0514) in ammonia (7Nin MeOH, 1.32 mL, 6.18 mmol) and the (0515) solution was stirred at rt for 24 h. The mixture was (0516) concentrated under reduced pressure. Purification by (0517) flash chromatography (CH2Cl2:MeOH = 95:5? 90: 10) (0518) afforded 43 as a white foam (73 mg, 71%). NMR (0519) (400 MHz, CDCls) delta 7.24-6.95 (m, 14H), 6.88 (br s, 1H), 5.73 (br s, 1H), 5.44 (br s, 1H), 4.42 (br s, 1H), 4.20-4.05 (m, 2H), 4.01-3.90 (m, 1H), 3.79-3.71 (m, 1H), 3.63-3.48 (m, 2H), 2.34-2.23 (m, 2H), 1.74-1.41 (m, 9H), 1.28-1.14 (m, 1H).

125995-03-1 Atorvastatin lactone 6483036, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; STICHTING KATHOLIEKE UNIVERSITEIT; SCHIRRIS, Tom Johan Joseph; RITSCHEL, Tina; RUTJES, Floris Petrus Johannes Theodorus; SMEITINK, Johannes Albertus Maria; RUSSEL, Francois Gerard Marie; (92 pag.)WO2017/137469; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 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.

General procedure: To the 0.1 M toluene solution of anhydride (10 mmol), alkaloid (0.1 equiv), xanthene-9-carboxylic acid (0.2 equiv), and alcohol (1.5 equiv) were added. The reaction mixture was stirred until >90% conversion was reached (see Table 3) and the reaction was stopped by the addition of 5% HCl. The organic layer was washed once more with 5% HCl and evaporated. The oily residue was dissolved in 2% K2CO3 and washed successively with EtOAc. The aqueous solution was then carefully acidified with H3PO4 to pH 5.4 and extracted with toluene. The organic extracts were dried over Na2SO4 and evaporated in vacuo.

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

Reference£º
Article; Iv?i?, Trpimir; Novak, Jurica; Do?li?, Nada; Hamer?ak, Zdenko; Tetrahedron; vol. 68; 39; (2012); p. 8311 – 8317;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 19752-84-2

The synthetic route of 19752-84-2 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.19752-84-2,Tetrahydro-2H-pyran-3-ol,as a common compound, the synthetic route is as follows.

To a mixture of oxalyl chloride (2.28 mL, 26.6 mmol) and dichloromethane (40 mL) was added a mixture of DMSO (3.78 mL, 53.2 mmol) and dichloromethane (20 mL) while stirring at -78 C., and the mixture was stirred at -78 C. for 30 minutes. After then adding to this mixture a mixture of tetrahydropyran-3-ol (synthesised according to the method described in Tetrahedron, 60, 10411-10418, 2004) (1.36 g, 13.3 mmol) and dichloromethane (20 mL) at -78 C., the resulting mixture was stirred at -78 C. for 30 minutes, after which triethylamine (11.1 mL, 79.8 mmol) was added and stirring was continued for 2 hours while slowly raising the temperature to 0 C. Brine and diethyl ether were added to the mixture, and after sufficient shaking, the organic layer was separated and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. The mixture was then filtered, and the solvent in the filtrate was distilled off under reduced pressure to obtain the title compound (1.62 g, 16.2 mmol). 1H-NMR(CDCl3) delta: 2.07-2.14 (m, 2H), 2.54 (t, J=6.8 Hz, 2H), 3.82-3.88 (m, 2H), 4.03 (s, 2H).

The synthetic route of 19752-84-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eisai R & D Management Co., Ltd.; US2009/259049; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 185815-59-2

The synthetic route of 185815-59-2 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.185815-59-2,4-Isobutyldihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

Cool the dark brown oil (D number) obtained in the previous step to room temperature.Dilute with 147 g of methyl tert-butyl ether;Add 114g concentrated ammonia water and 215ml water to the 1000ml reaction bottle to cool down;The above mixed droplets are added to the ammonia water under stirring at 25 C or lower.After the dropwise addition is completed, the reaction is continued for 35 minutes at 25 C or lower;After the reaction is completed, the layers are separated, and the organic layer is extracted under reduced pressure. The aqueous layer is slowly adjusted to pH = 1.5 with concentrated hydrochloric acid (about 119 g) under stirring, and a large amount of solid is precipitated. After the completion of the dropwise addition, the temperature is lowered to 0 to 10 C, filtered, and filtered. The cake was washed with 115 ml, and the crude product was dried under reduced pressure. The dried crude product was dissolved in ethyl acetate 615 ml at 70 C, then filtered, cooled and crystallized, cooled to 0 to 5 C, filtered, and the filter cake was washed with 115 ml of iced ethyl acetate, and then dried under reduced pressure.110.9 g of amide (trait: white solid, melting point 106-108 C),The yield was 59.3% (based on ethyl cyanoacetate).

The synthetic route of 185815-59-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Langfang Zekang Pharmaceutical Technology Co., Ltd.; Sun Yuqin; Yang Weimin; (5 pag.)CN109320430; (2019); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 85064-61-5

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85064-61-5,Tetrahydropyranyl-4-acetic acid,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 8 (0.2 mmol, 1 equiv) in CH2Cl2 (2 mL) were added TEA (0.6 mmol, 3 equiv), N,N,N?,N?-tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate (HBTU, 0.26 mmol, 1.3 equiv) and the appropriate carboxylic acid (1.25 equiv). The reaction was stirred overnight and then concentrated. Flash chromatography, using a silicagel column with a gradient of 0?100percent EtOAc/hexanes, provided the purified amide.

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

Reference£º
Article; Amato, George; Wiethe, Robert; Manke, Amruta; Vasukuttan, Vineetha; Snyder, Rodney; Runyon, Scott; Maitra, Rangan; Bioorganic and Medicinal Chemistry; vol. 27; 16; (2019); p. 3632 – 3649;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics