Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23462-75-1,Dihydro-2H-pyran-3(4H)-one,as a common compound, the synthetic route is as follows.

[00520] To a solution of 142-1 (200.0 mg, 2.0 mmol, 1.0 eq) in DME (4.0 mL) was added t-BuOK (224.4 mg, 2.0 mmol, 1.0 eq) and 142-2 (484.2 mg, 2.2 mmol, 1.1 eq). The mixture was stirred at 80 C for 16 hour under an N2 atmosphere. TLC (Petroleum ether : ethyl acetate=3/l) showed a new spot appeared. The reaction was filtered and concentrated under reduced pressure to give a crude product. The crude product was diluted with water (5 mL) and washed with EtOAc (lOmL x 2). The combined organic layers were concentrated to give crude 142-3 (60. 0 mg, 0.53 mmol, 26.3% yield) as a yellow oil., 23462-75-1

23462-75-1 Dihydro-2H-pyran-3(4H)-one 90109, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (396 pag.)WO2018/204532; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1194-16-7, 2,2-Dimethyltetrahydropyran-4-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 5: 2,2-dimethyl-4-(4-methylphenyl)oxan-4-ol n-BuLi (26.3 ml, 1.6 M in hexane, 42 mmol) was added dropwise to a solution of 4-bromo-toluene (7.70 g, 45 mmol) in THF (100 ml) at -78 C. under N2. The resulting mixture was stirred at -78 C. for 30 min and a solution of tetrahydro-2,2-dimethyl-4H-pyran-4-one (3.84 g, 30 mmol) in THF (20 ml) was added. The resulting mixture was stirred at -78 C. for another 20 min and quenched by adding MeOH (10 ml). The reaction was concentrated under vacuum and the resulting residue was diluted with EtOAc (500 ml) and washed with sat. NH4Cl (250 ml), brine (250 ml), dried and concentrated to give 2,2-dimethyl-4-(4-methylphenyl)oxan-4-ol as a white solid, which was used without further purification (5.41 g, 82%). 1H NMR (400 MHz, CDCl3) delta 7.36-7.26 (m, 2H), 7.11 (d, J=8.0, 2H), 4.10 (td, J=12.0, 2.2, 1H), 3.71 (ddd, J=11.8, 5.0, 2.1, 1H), 2.28 (s, 3H), 2.11 (ddd, J=13.7, 12.2, 5.0, 1H), 1.72 (dt, J=14.2, 8.3, 2H), 1.58 (dq, J=13.8, 2.2, 1H), 1.44 (s, 3H), 1.38 (s, 1H), 1.14 (s, 3H)., 1194-16-7

As the paragraph descriping shows that 1194-16-7 is playing an increasingly important role.

Reference£º
Patent; Trevena, Inc.; US2012/245181; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

23462-75-1, Dihydro-2H-pyran-3(4H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 8A 6,7-dihydro-4H-pyrano[3,4-d][1,3]thiazol-2-amine To a solution of dihydro-2H-pyran-3(4H)-one (purchased from JW-Pharmlab) (5.0 g, 50 mmol) in cyclohexane (100 mL) were added pyrrolidine (4.3 mL, 52 mmol) and p-toluenesulfonic acid monohydrate (0.05 g). The reaction mixture was refluxed for 3 h with a Dean-Stark trap, cooled and concentrated. The residue was dissolved in methanol (80 mL) and then sulfur (1.66 g, 52 mmol) was added. To the mixture was added a solution of cyanamide (2.52 g, 52 mmol) in methanol (20 mL) at 0 C. The reaction mixture was stirred at room temperature overnight, filtered, concentrated and purified by column chromatography using an Analogix IT280 (SiO2, 0-5% methanol in dichloromethane) to afford 0.4 g (5%) of the title compound. MS (ESI+) m/z 157 (M+H)+., 23462-75-1

As the paragraph descriping shows that 23462-75-1 is playing an increasingly important role.

Reference£º
Patent; Abbott Laboratories; US2008/287510; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

344329-76-6, Tetrahydro-2H-pyran-4-carboxamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

d) Tetrahydropyran-4-carbonitrile can be prepared as follows: Slowly add 10 cm3 of thionyl chloride to 3 g of tetrahydropyran-4-carboxamide cooled on an ice bath. Heat the mixture at 80 C. for two hours, then concentrate under vacuum. Take up the residue in 20 cm3 of water and adjust the pH of the solution to pH 7 with potassium hydroxide. Extract the aqueous phase with ethyl acetate (4*50 cm3). The combined organic phases are washed with water (2*50 cm3), dried over magnesium sulphate, and then concentrated under vacuum to obtain 2.47 g of tetrahydropyran-4-carbonitrile., 344329-76-6

As the paragraph descriping shows that 344329-76-6 is playing an increasingly important role.

Reference£º
Patent; sanofi-aventis; US2009/253679; (2009); 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.23462-75-1,Dihydro-2H-pyran-3(4H)-one,as a common compound, the synthetic route is as follows.

Example 26A 6,7-dihydro-5H-pyrano[3,2-d]thiazol-2-amine A mixture of dihydro-2H-pyran-3(4H)-one (0.5 g, 5.0 mmol, Small Molecules Inc), piperidine (0.5 mL, 5.0 mmol, Aldrich) and p-toluenesulfonic acid monohydrate (10 mg, 0.05 mmol) in cyclohexane (20 mL) was refluxed for 6 h with a Dean-Stark trap. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in methanol (10 mL). To the above solution were added sulfur (0.16 g, 5.0 mmol) and a solution of cyanamide (0.21 g, 5.0 mmol) in methanol (3 mL) at 0 C. The reaction mixture was stirred at room temperature for 16 h and then concentrated under reduced pressure. The residue was purified by column chromatography using an Analogix Intelliflash280 (SiO2, 0-5% methanol in methylene chloride) to obtain 60 mg of a product containing two regioisomers (6,7-dihydro-4H-pyrano[3,4-d]thiazol-2-amine (Example 8A) and the title compound 6,7-dihydro-5H-pyrano[3,2-d]thiazol-2-amine (3:1)). MS (ESI+) m/z 157 (M+H)+., 23462-75-1

The synthetic route of 23462-75-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Abbott Laboratories; US2008/287510; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

23462-75-1, Dihydro-2H-pyran-3(4H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of diisopropylamine (3.06 mL, 21.81 mmol) in TEtaF (50 mL) at -78 0C under an argon atmosphere was added butyllithium (8.73 mL, 21.81 mmol, 2.5 M in hexanes). The mixture was stirred for 5 min before dihydro-2H-pyran-3(4H)-one (1.82 g, 18.18 mmol) in TEtaF (15 mL) was added slowly via syringe. The mixture was stirred for an additional 15 min before n-phenyltrifiuoromethanesulfonimide (7.14 g, 20.00 mmol) in TEtaF (15 mL) was added slowly via syringe. The reaction mixture was then stirred at -78 0C for an additional 15 min before being allowed to warm to room temperature and stir for 1 h. Sat. aqueous sodium bicarbonate was added, and the mixture was extracted with EtOAc (2x). The combined organic layers were washed with sat. sodium chloride, dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting crude oil was purified by silica gel chromatography to give 5,6-dihydro-2H-pyran-3-yl trifiuoromethanesulfonate., 23462-75-1

As the paragraph descriping shows that 23462-75-1 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; ALLEN, Jennifer R.; BOURBEAU, Matthew P.; CHEN, Ning; HU, Essa; KUNZ, Roxanne; RUMFELT, Shannon; WO2010/57121; (2010); 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.108-55-4,Dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

Into a 3L three-necked RB flask was charged ethylene dichloride [(500ML),] aluminum chloride [(250GR)] and fluorobenzene [(45GR)] under nitrogen atmosphere. The reaction mixture was cooled to [10C] and a solution of glutaric anhydride [(LOOGR),] fluorobenzene (45gr) and ethylene dichloride [(500ML)] was added slowly over a period of 3hrs between [10-15C.] After maintaining for one hour at [15-18C] the reaction mixture was slowly poured onto a mixture of crushed ice (700gr) and conc. HCI [(300ML)] below [10C.] The reaction mass temperature was raised to reach [25C] and distilled off ethylene dichloride from the reaction mixture below [100C.] After cooling the reaction mixture to [20C,] crude solid was filtered off and washed with [500ML] of water. The wet cake-thus obtained was suspended in 300ml of ethylene dichloride and filtered. The solid compound was dissolved in [600ML] of 4% sodium hydroxide, treated with [15GR] of activated charcoal and filtered. The filtrate was acidified to pH 1. [5-2.] 0 with conc. [HCI] and the precipitated acid was filtered. After washing the wet cake with [500ML] of water, it was dried at [60-70C] to get 130gr of white solid, rn. p. [140-142C.] This solid was dissolved in [500ML] of acetone. The acetone solution was slowly cooled to [15-20C] and the solid filtered, washed with chilled acetone [(50ML)] and dried at [50-70C] to get 120gr of white crystalline solid, m. p. [143C.] Purity by [HPLC] is 99.65%. Desfluoro impurity is less than 0. [05%.]

108-55-4, As the paragraph descriping shows that 108-55-4 is playing an increasingly important role.

Reference£º
Patent; Natco Pharma Limited; Venkaian Chowdary Nannapaneni; WO2003/104180; (2003); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

103260-44-2, Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The product of Preparative Example 11 (3.04) g, 17.7 mmol) was dissoloved in 90 mL of ethanol containing 3 g (53 mmol) of potassium hydroxide. This was stirred for 18 hours and then concentrated under vacuum. The residue was dissolved in 15 mL of water, adjusted to pH 2 with 12 N HCl, and extracted with three 50 mL portions of dichloromethane. The combined organic layers were dried over magnesium sulfate and concentrated under vacuum giving 2.04 g of the product as a white solid, mp = 60-63¡ãC.

103260-44-2, The synthetic route of 103260-44-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SCHERING CORPORATION; EP1019398; (2004); B1;,
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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

125552-89-8, 4-(Bromomethyl)tetrahydropyran (18 mg; 0.10 mmol) is added to 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-7-sulfonic acid (4-ethylphenyl)isobutylamide (20 mg; 0.05 mmol) and cesium carbonate (24 mg; 0.07 mmol) dissolved in 1-methyl-2-pyrrolidone (0.4 ml). (0629) The reaction medium is heated at 80 C. for 24 hours, hydrolyzed and then extracted with ethyl acetate. The organic phases are combined, washed with brine and dried over sodium sulfate. (0630) The solvents are evaporated off and the crude product is chromatographed on silica gel (eluent: heptane/ethyl acetate, from 0 to 50% of ethyl acetate). (0631) The 3-oxo-4-(tetrahydropyran-4-ylmethyl)-3,4-dihydro-2H-benzo[1,4]thiazine-7-sulfonic acid (4-ethylphenyl)isobutylamide (10.4 mg; 40%) is obtained in the form of a beige-colored solid. (0632) 1H NMR (DMSO-d6) delta: 0.85 (d, J=6.8 Hz, 7H), 1.17 (t, J=7.6 Hz, 3H), 1.25 (d, J=6.5 Hz, 2H), 1.37-1.67 (m, 10H), 1.68-1.77 (m, 5H), 2.44 (dt, J=11.1, 4.0 Hz, 10H), 2.60 (q, J=7.6 Hz, 2H), 3.17 (s, 1H), 3.33-3.38 (m, 5H), 3.80 (dt, J=11.3, 3.7 Hz, 7H), 3.92 (s, 1H), 7.02 (d, J=7.8 Hz, 2H), 7.18 (dd, J=18.5, 8.4 Hz, 3H), 7.42 (d, J=8.4 Hz, 1H), 7.60 (d, J=2.1 Hz, 1H), 12.17 (s, 2H) (0633) MS: [M+H]=503

As the paragraph descriping shows that 125552-89-8 is playing an increasingly important role.

Reference£º
Patent; GALDERMA RESEARCH & DEVELOPMENT; MUSICKI, Branislav; BOUIX-PETER, Claire; OUVRY, Gilles; THOREAU, Etienne; (132 pag.)US2018/170869; (2018); 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.2081-44-9,Tetrahydro-2H-pyran-4-ol,as a common compound, the synthetic route is as follows.

To a solution of tetrahydo-4-pyranol (5.00g; 48.9 mmol) in pyridine (30 mL) at 0-5 0C was added portionwise p-toluenesulfonyl chloride (13.9g; 73.4 mmol). The mixture slowly warmed to room temperature, stirred overnight and poured onto 30 mL cone. HCl in ice. After stirring 15 minutes the solid was filtered and dried in vacuo. Trituration with t-butyl methyl ether provided 11.7 g of the desired product. 1H NMR (CDCl3) delta 7.82 (d, 2H), 7.35 (d, 2H), 4.70 (m, IH), 3.88 (m, 2H), 3.47 (m, 2H), 2.46 (s, 3H), 1.86 (m, 2H), 1.76 (m, 2H)., 2081-44-9

2081-44-9 Tetrahydro-2H-pyran-4-ol 74956, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; REGAN, John; RIETHER, Doris; WO2010/5782; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics