Category: 1197-66-6

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.

To a flask containing 2,2,6,6-tetramethyltetrahydro-4H-pyran-4-one (Int 2, 1 eq), cyanoacetamide (1 eq), sulfur (0.9 eq) and diethylamine (1.1 eq) are added. EtOH is then added and the resulting mixture is stirred at 40 C. overnight. The reaction is diluted with water and partially concentrated by evaporation causing the precipitation of a solid that is separated by filtration. The cake is then washed with water and hexane to afford the desired product., 1197-66-6

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 fields.

Reference£º
Patent; VAN DER PLAS, Steven Emiel; KELGTERMANS, Hans; Cedric DROPSIT MONTOVER, Sebastien Jean Jacques; MARTINA, Sebastien Laurent Xavier; ANDREWS, Martin James Inglis; US2015/45327; (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.

Step 2. 2,2,6,6-tetramethyltetrahydro-2H-pyran-4-carbonitrile To a stirred solution of 2,2,6,6-tetramethyldihydro-2H-pyran-4(3H)-one (30 g, 0.192 mol) in dimethoxyethane (400 mL) was added tosylmethyl isocyanide (48.7 g, 0.249 eq) followed by the addition of tert-butyl alcohol (24.1 g, 0.326) at room temperature. The reaction mixture was cooled to 0 C. followed by portion-wise addition of potassium tert-butoxide (53.8 g, 0.48 mol). It was stirred at room temperature for 12 h. The reaction mixture was filtered after dilution with diethyl ether at 0 C. and the residue was further washed with diethyl ether. The resultant filtrate was concentrated to provide the title compound as a yellow semi-solid (22 g, 68%)

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; 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.

5-bromo-2-(2,2,6,6-tetramethyl-tetrahydro-2H-pyran-4-ylamino)benzonitrile To a solution of 2,2,6,6-tetramethyloxan-4-one (350 mg, 2.24 mmol) in dichloromethane (60 mL) was added 2-amino-5-bromobenzonitrile (500 mg, 2.54 mmol), tetramethylammonium triacetoxyborohydride (700 mg, 2.66 mmol) and trifluoroacetic acid (0.375 mL) at room temperature. The resulting solution was stirred for 4 h at room temperature and then water (50 mL) was added. The mixture was extracted with ethyl acetate (50 mL*3). The organic phases were combined, washed with brine and dried over sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with ethyl acetate in hexane (0% to 70% gradient) to yield 5-bromo-2-[(2,2,6,6-tetramethyloxan-4-yl)amino]benzonitrile as yellow solid (180 mg, 24%).

1197-66-6, 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 fields.

Reference£º
Patent; Merck Patent GmbH; SHERER, Brian A.; KARRA, Srinivasa; XIAO, Yufang; (407 pag.)US2016/376283; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

To a flask containing 2,2,6,6-tetramethyltetrahydro-4H-pyran-4-one (Int 2, 1 eq), cyanoacetamide (1 eq), sulfur (0.9 eq) and diethylamine (1.1 eq) are added. EtOH is then added and the resulting mixture is stirred at 40C overnight. The reaction is diluted with water and partially concentrated by evaporation causing the precipitation of a solid that is separated by filtration. The cake is then washed with water and hexane to afford the desired product., 1197-66-6

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

Reference£º
Patent; GALAPAGOS NV; VAN DER PLAS, Steven Emiel; MARTINA, Sebastien Laurent Xavier; DROPSIT-MONTOVERT, Sebastien Jean-Jacques Cedric; ANDREWS, Martin James Inglis; KELGTERMANS, Hans; WO2015/18823; (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.

A reaction vessel was charged with 2,2,6,6-tetramethyltetrahydropyran-4-one (CAS: 1197-66-6, 5.00 g, 32.0 mmol), ethyl cyanoacetate (CAS: 105-56-6, 3.4 ml, 32.0 mmol), morpholine (CAS: 110-91-8, 8.4 ml, 96.0 mmol) and sulfur (CAS: 7704-34-9, 1.03 g, 32.0 mmol) and solvated in ethanol (70 ml). The reaction was set to stir at RT and next heated at 80 C overnight. The reaction was allowed to cool to RT and the solvent was removed under reduced pressure. The residue was partitioned between EtOAc and brine. The two phases were separated and the organic phase was washed with brine. The organic phase was dried over MgS04and the solvent was removed under reduced pressure. Purification by flash chromatography on silica gel (eluting with 0-40% EtOAc in isohexane) afforded ethyl 2-amino-5,5,7, 7-tetramethyl-4, 7-dihydro-5H-thieno[2,3-c]pyran-3- carboxylate as a yellow oil (7.60 g, yield 84%). The title compound was then synthesized according to the procedure described in Example 1 using ethyl 2-amino-5,5,7,7-tetramethyl-4,7- dihydro-5H-thieno[2,3-c]pyran-3-carboxylate and benzoyl chloride (CAS: 98-88-4) as starting materials (off-white solid, yield 16%).1H NMR (DMSO-d6, 400MHz): d = 13.53 (br s, 1H), 12.40 (s, 1H), 7.97 (d, J=7.5 Hz, 2H), 7.78 – 7.65 (m, 3H), 2.83 (s, 2H), 1.52 (s, 6H), 1.28 (s, 6H). LC/MS (Table 1, Method C) Rt= 2.69 min; MS m/z : 360 [M+H]+.

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; ENYO PHARMA; MELDRUM, Eric; DE CHASSEY, Benoit; MACHIN, Peter; LANARO, Roberta; MACLEOD, Calum; MALAGU, Karine, Fabienne; PROISY, Nicolas; VESEY, David, Richard; WINSHIP, Paul, Colin, Michael; CHAMBERS, Mark; PAPARIN, Jean-Laurent; (150 pag.)WO2019/154949; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics