Tag: 1197-66-6

1197-66-6, 2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step I 2,2,6,6TetrarnethyI-4rirnethyIsiIany1ethynyI4etrahydropyranoL To a solution ofctlnrnl4rirnethyl-cilanc 5 5 mL 3e 4 rnrnol) in dr) 11W (2S rnL)as added n-BuLi (32 mL, 38.4 mmol) at -78 C and the mixture was stirred at that temperature for 45 nun followed by addition of 2,2,6,6-tetramcthyl-tetrahydro-pyran4-one (5.0 g, 32 mmoi) in dry THF (25 mL) at -78 C. The mixture was stirred for I h and then quenched with saturated NH4C1 solution and extracted with ethyl acetate (3 x 100 mL). Thecombined organic extract was washed with water and brine solution, dried over Na2SO4, filtered, and concentrated under reduced pressure to afford the product as sticky white sohd. Crude product was forwarded for next stage without purification. Yield: 8.0 g, crude., 1197-66-6

The synthetic route of 1197-66-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; BAKTHAVATCHALAM, Rajagopal; AHMAD, Ishtiyaque; BATTULA, Sivaramakrishna; GIJSEN, Henricus Jacobus Maria; VADIVELU, Saravanan; WALL, Mark; WO2015/23289; (2015); 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.1197-66-6,2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one,as a common compound, the synthetic route is as follows.,1197-66-6

To a stirred suspension of zinc powder (0.54 g, 8.13 mmol) in THF (20 mL) was slowly added TIC) 4 (0.45 mL, 4.07 mmol) via syringe at room temperature under a nitrogen atmosphere. The mixture was heated at reflux for 2 h. A solution of (4- bromophenyl) (3-fluoro-4-hydroxyphenyl) methanone (82) (0.30 g, 1.02 mmol) and 2,2, 6, 6-tetramethyl tetrahydro-4H-pyran-4-one (0.49 g, 3.05 mmol) in THF (6 mL) was added to the mixture. The reaction mixture was heated at reflux with stirring under a nitrogen atmosphere for 1.5 h. The reaction mixture was allowed to cool to room temperature. To the reaction mixture was slowly added 10% aqueous K2CO3 (20 mL). The reaction mixture was filtered through a pad of Celite and the pad was washed with EtOAc (100 mL). The filtrate was transferred to a separatory funnel and the layers were separated. The aqueous layer was further extracted with EtOAc (25 mL). The combined organic phase was washed with brine, dried over NA2SO4, filtered, and the filtrate was concentrated to give the crude product as yellow oil. The crude product was purified by chromatography on a silica gel column eluted with a gradient from hexanes to 15% EtOAc: hexanes to give 0.40 g (94%) of compound 136 as a YELLOW FOAM. H NMR (400 MHz, CDCI3) : 8 1.20 (s, 6H), 1.22 (s, 6H), 2.18 (s, 2H), 2.23 (s, 2H), 5.04 (d, J = 4.0 Hz, 1 H), 6.80-6. 88 (m, 2H), 6.93 (t, J = 8.6 Hz, 1 H), 7.02 (d, J = 8.4 Hz, 2H), 7.42 (d, J = 8.3 Hz, 2H). LCMS (ES): m/z 417 (M-H)

The synthetic route of 1197-66-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/12220; (2005); A2;,
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.1197-66-6,2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one,as a common compound, the synthetic route is as follows.

Step 3. 2,2,6,6-Tetramethyl-4-trimethylsilanylethynyl-tetrahydro-pyran-4-ol To a solution of ethynyl-trimethyl-silane (5.5 mL, 38.4 mmol) in dry THF (25 mL) was added n-BuLi (32 mL, 38.4 mmol) at -78 C. and the mixture was stirred at that temperature for 45 min followed by addition of 2,2,6,6-tetramethyl-tetrahydro-pyran-4-one (5.0 g, 32 mmol) in dry THF (25 mL) at -78 C. The mixture was stirred for 1 h and then quenched with saturated NH4Cl solution and extracted with ethyl acetate (3*100 mL). The combined organic extract was washed with water and brine solution, dried over Na2SO4, filtered, and concentrated under reduced pressure to afford the product as sticky white solid. Crude product was forwarded for next stage without purification. Yield: 8.0 g, crude.

1197-66-6 2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one 11829691, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Janssen Pharmaceutica NV; Ahmad, Ishtiyaque; Bakthavatchalam, Rajagopal; Battula, Sivaramakrishna; Gijsen, Henricus Jacobus, Maria; Wall, Mark; US2015/51225; (2015); 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.1197-66-6,2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one,as a common compound, the synthetic route is as follows.

Zinc powder (5.20g, 80mmol) in 100mL of tetrahydrofuran was added, was added titanium tetrachloride (4.4mL, 40mmol), the reaction was refluxed for 2 hours, cooled to 0 deg.] C, was added lithium tetrahydroaluminate (750mg, 20mmol),The mixture was stirred under ice bath for 10 minutes. Triethylamine (2.8 mL, 20 mmol) was added and the reaction was refluxed for 1 hour. The prefabricated 10 mL(4-bromophenyl) (3-fluoro-1- (tetrahydro-2H-pyran-2-yl) -1H-indazol-5-yl) methanone4c (2.02 g, 5 mmol) and2,2,6,6-tetramethyldihydro-2H-pyran-4 (3H) -one(2.34 g, 15 mmol) in tetrahydrofuran was refluxed for 1 hour. After completion of the reaction, the reaction was quenched by the addition of 50 mL of water, extracted with ethyl acetate (50 mL x 3) and the organic phase was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography eluting with eluent system B to give the title product5-(4-bromophenyl) methyl) -3-fluoro-1- (tetrahydro-2H-pyran-2-yl) -1H-indazole12a (2.35 g, yellow viscous) in 89% yield.

As the paragraph descriping shows that 1197-66-6 is playing an increasingly important role.

Reference£º
Patent; Yang, Fanglong; Wang, Chunfei; Wang, Yang; He, Mingxun; Hu, Qiyue; He, Feng; Jiangsu Hengrui Pharmaceutical Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; (53 pag.)CN106518768; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics