Analyzing the synthesis route of 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.

29943-42-8, General procedure: A tetrahydrofuran solution of LHMDS (5.2 mmol) was added dropwise to a solution of the cyclic ketone (5.0 mmol) in tetrahydrofuran (20 ml) at -78 C and the resulting solution was stirred at -20 C for 1 h. The mixture was again cooled to -78 C and methyl cyanoformate (6.0 mmol) was added dropwise. After 10 min, the reaction was quenched with aqueous ammonium chloride and extracted with ether. The organic layer was washed with brine, dried (sodium sulfate) and concentrated. Column chromatography on silica gel (ether-hexane, 1:4 to 3:2) yielded the ester as an oil.

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

Reference£º
Article; Sengupta, Prabal; Puri, Chetan S.; Chokshi, Hemant A.; Sheth, Chetana K.; Midha, Ajay S.; Chitturi, Trinadha Rao; Thennati, Rajamannar; Murumkar, Prashant R.; Yadav, Mange Ram; European Journal of Medicinal Chemistry; vol. 46; 11; (2011); p. 5549 – 5555;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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,29943-42-8

NaH (mass fraction 60%, 5g, 125mmol) was slowly added to tetrahydrofuran (200mL) at room temperature. After the addition was complete, tetrahydro-4H-pyran-4one (5.0g, 50mmol) and dimethyl carbonate were added. (10 mL, 125 mmol). The reaction system was heated to 60 C, and the reaction was stirred for 24 hours. After the reaction was detected to be complete by LC-MS, suction filtration was performed. After the filtrate was adjusted to neutral pH with acid, extraction was performed with diethyl ether, the liquid phase was separated, and the organic phase was dried over anhydrous sodium sulfate. The solution was concentrated by filtration and purified by silica gel column chromatography to obtain methyl 4-oxotetrahydro-2H-pyran-3-carboxylate (3.6 g, 22.8%).

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

Reference£º
Patent; Fujian Tuoxi New Materials Technology Co., Ltd.; Weng Songqing; (14 pag.)CN110372712; (2019); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 29943-42-8

29943-42-8, The synthetic route of 29943-42-8 has been constantly updated, and we look forward to future research findings.

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

Reference Example 17 Tetrahydro-2H-pyran-4-ylamine hydrochloride To a solution of tetrahydro-4H-pyran-4-one (4.30 g, 43.0 mmol) in methanol (112 ml) was added an aqueous solution (12.5 ml) of ammonium formate (25 g, 400 mmol). Insolubles were completely dissolved and then 10percent palladium carbon (5.1 g) was added thereto, which was stirred at room temperature overnight. After the insolubles were filtrated off to obtain a filtrate, which was concentrated, and to the residue was added ethanol (100 ml) and concentrated hydrochloric acid (7.5 ml). The solvent was distilled off under reduced pressure to give an objective product, which was collected by filtration and washed with ether. 1H-NMR (DMSO-d6) delta: 1.54-1.74 (2H, m), 1.82-1.98 (2H, m), 3.27-3.38 (3H, m), 3.87-3.94 (2H, m), 9.05 (3H, bs). IR (KBr) cm-1; 2966, 1377, 1163, 1088, 1015, 986, 862.

29943-42-8, The synthetic route of 29943-42-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP1535922; (2005); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 29943-42-8

29943-42-8 Dihydro-2H-pyran-4(3H)-one 121599, 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.29943-42-8,Dihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.

Example 7-1 4-Methyltetrahydro-2H-pyran-4-ol To a solution of tetrahydro-4H-pyran-4-one in diethyl ether (lOmL), was added 0. 92M methylmagnesium bromide in tetrahydrofuran (6. 5mL) dropwise with cooling on an ice bath. The reaction mixture was warmed to room temperature and stirred for 2hrs. The reaction mixture was quenched by adding saturated aqueous NHgClt and then NaCl was added. The resulting solution was extracted with chloroform, the combined organic layer was washed with saturated aqueous NaCl, and driedoverMgSO4. Afterremovalofthesolvent, thetarget compound was given as a colorless oil (595mg). 1H-NMR (300MHz, CDCl3) : No. 1.29 (3H, s), 1. 81-1. 46 (4H, m), 3.87-3. 61 (4H, m). Mass (ES+) m/z : 117.09 (M+1)., 29943-42-8

29943-42-8 Dihydro-2H-pyran-4(3H)-one 121599, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; FUJISAWA PHARMACEUTICAL CO., LTD.; WO2005/42533; (2005); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 29943-42-8

29943-42-8, 29943-42-8 Dihydro-2H-pyran-4(3H)-one 121599, 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.29943-42-8,Dihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.

(r) 2-alpha, 3-alpha-dihydroxy-4beta-[2-(tetrahydropyran-4-yl)-ethylamino-9-adenyl]-cyclopentane-1beta-N-ethylcarboxamide; the starting 2-(tetrahydro-pyran-4-yl)-ethylamine can be prepared from tetrahydropyran-4-one e.g. by Wittig condensation with diethyl cyanomethyl phosphonate followed by hydrogenation and reduction with lithium aluminum hydride;

29943-42-8, 29943-42-8 Dihydro-2H-pyran-4(3H)-one 121599, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Ciba-Geigy Corporation; US4954504; (1990); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 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.

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

Downstream synthetic route of 29943-42-8

The synthetic route of 29943-42-8 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.29943-42-8,Dihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.,29943-42-8

Synthesis of 2-Methyl-2-(tetrahydro-pyran-4-sulfonyl)-propionic acid Step 1: Synthesis of Tetrahydro-pyran-4-ol To a solution of 75 g (0.75 mol) of Tetrahydro-pyran-4-one in THF (150 mL) is added a suspension of 28.4 g (0.75 mol) LiAlH4 in THF (600 mL) under nitrogen atmosphere maintaining the temperature below 30 C with the aid of an ice-bath. Then the reaction is allowed to warm to room temperature and stirred for 5 h. The reaction is quenched by addition of saturated aqueous NH4C1 solution until effervescence ceased. The resulting precipitate is removed by filtration through Celite and washed with THF (150 mL). The filtrate is concentrated under reduced pressure to afford 71.1 g of tetrahydro-pyran-4-ol as a pale yellow oil. Yield: 92%, 1H NMR (500 MHz, CHLOROFORM-d) delta ppm 1.54 (2 H, m), 1.81 – 1.92 (2 H, m), 2.11 (1 H, br. s.), 3.38 – 3.47 (2 H, m), 3.83 (1 H, tt, 7=9.10, 4.38 Hz), 3.94 (2 H, dt, 7=11.88, 4.15 Hz).

The synthetic route of 29943-42-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BERRY, Angela; RIETHER, Doris; ERMANN, Monika; JENKINS, James Edward; MUSHI, Innocent; WO2011/88015; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 29943-42-8

The synthetic route of 29943-42-8 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.29943-42-8,Dihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.,29943-42-8

At 25 C under sodium hydride (mass fraction of 60%, 10.0 g, 250 mmol) is slowly added in tetrahydrofuran (300 ml) in, after finishing feeding into the tetrahydro-4H-pyran-4-one(10.0 g, 100 mmol) and dimethyl carbonate (21 ml, 250 mmol). Heating up to 45 C stirring for 16 hours. LC – MS detection reaction is complete, filtering, the filtrate 1 mol/L hydrochloric acid to adjust the pH=7 after ethyl ether (500 ml) extraction, liquid, organic phase dried with anhydrous sodium sulfate, filtered, the filtrate is concentrated, crude product by silica gel column chromatography (petroleum ether: ethyl acetate=50:1) purify the title compound (3.0 g, yield 19.0%).

The synthetic route of 29943-42-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wu Yongqian; (20 pag.)CN107286169; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 29943-42-8

29943-42-8 Dihydro-2H-pyran-4(3H)-one 121599, 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.29943-42-8,Dihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.

NaH (mass fraction 60%, 5g, 125mmol) at room temperature Add slowly to tetrahydrofuran (200 mL), After the addition was complete, tetrahydro-4H-pyran-4-one (5.0 g, 50 mmol) was added. And dimethyl carbonate (10 mL, 125 mmol). The reaction system was heated to 60 C, and the reaction was stirred for 24 hours. After the reaction was detected to be complete by LC-MS, suction filtration was performed. The filtrate was adjusted to neutral pH with acid, extracted with ether, and separated. The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated, and purified by silica gel column chromatography to obtain 4 -Oxotetrahydro-2H-pyran-3-carboxylic acid Methyl ester (3.6 g, 22.8%).

29943-42-8 Dihydro-2H-pyran-4(3H)-one 121599, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Fujian Tuoxi New Materials Technology Co., Ltd.; Weng Songqing; (8 pag.)CN110407843; (2019); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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
Tetrahydropyran – an overview | ScienceDirect Topics