Tag: M.W:200-300

101691-94-5, 4-(Iodomethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

All starting materials were evaporated with toluene several times and all glassware was dried in an oven overnight. To a -78 C. solution of LiHMDS (5.91 mL, 5.91 mmol) in THF (15 mL) was added dropwise a solution of Part A(iv) compound(1.0 g, 2.81 mmol) in THF (15 mL) over 15 min. The reaction was stirred at -78 C. for 15 min, then was warmed to 0 C. for 45 min and recooled to -78 C. Distilled DMPU (0.714 mL, 5.91 mmol) was added and the reaction was stirred at -78 C. for 15 min, after which Part A(v) iodide (0.954 g, 4.22 mmol) was added. The reaction was stirred at -78 C. for 1 h, then was slowly warmed to RT and stirred for 18 h. The reaction was quenched with sat. aqueous NH4Cl (10 mL) and diluted with EtOAc. The mixture was washed with H2O. The aqueous layer was extracted with EtOAc, and the combined organic extracts were washed with brine, dried [MgSO4] and concentrated in vacuo to give Part A(vi) compound (1.3 g, 100%) as a yellow oil., 101691-94-5

The synthetic route of 101691-94-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bristol-Myers Squibb Company; US2008/9465; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

53911-68-5,53911-68-5, 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The solution of commercial 4,5-dichloro-l,2-phenylenediamine (0.36 g) and triethyl amine (0.32 ml) in 1,4-dioxane (1.5 ml) was added to a solution of 3-(4- chlorophenyl)glutaric anhydride (0.45 g) in 1,4-dioxane (1 ml) with ice cooling. The resulting mixture was stirred at rt for 0.5 h and at 400C for 0.5 h. Again under ice cooling IM HCI (3 ml) was added dropwise. A gummy precipitate is formed. After 0.5 h of cooling the aqueous layer is removed by decantation and the residue is dissolved in methanol. The dark solution is decolourised with activated carbon, filtered, and the filtrate concentrated in vacuo. The amorphous solid is redissolved in ethanol (6 ml) and cone. HCI (2 ml) and stirred at reflux for 16 h. After cooling to rt the pH is adjusted to 8 by addition of first NaOH solution, then sat. sodium bicarbonate solution. The aqueous layer is extracted with dichloromethane (40 ml) and the organic layer is washed with sat. sodium chloride solution and dried (sodium sulfate). After concentration the crude (0.46 g) is purified by flash chromatography ((dichloromethane/2% methanol/1% triethyl amine) on silica gel to afford ethyl 4-(5,6-dichloro-2-benzimidazolyl)-3-(4-chlorophenyl)butanoate (0.33 g) as yellowish, amorphous solid.

53911-68-5 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione 104639, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; UNIVERSITAET DES SAARLANDES; ENGEL, Matthias; FROeHNER, Wolfgang; STROBA, Adriane; BIONDI, Ricardo M.; WO2010/43711; (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.33821-94-2,2-(3-Bromopropoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Step-(i): To a stirred solution of 140a (1.2 g, 2.93 mmol) in DMF (10 ml) were added triethylamine (1.3 ml, 8.79 mmol), 2-(3-brortiopropoxy)tetrahydro-2H-pyran (0.91 g, 3.50 mmol) at 0C and the reaction mixture was stirred at 20-35C for 16 h. The progress of the reaction was monitored by TLC. After 16 h of stirring, the reaction mixture was diluted with water (50 ml) and extracted with dichloromethane (2 x 50 ml). The combined organic layers were washed with brine (50 ml), followed by drying over anhydrous Na2S04 and filtering. The filtrate was rotary evaporated to get residue which was purified by column chromatography using a mixture of 2% methanol/dichloromethane as an eluent to get the desired compound as an off-white solid (1.05 g, 82%). ]H NMR (400 MHz, DMSO-d6) delta 10.63 (s, I H), 8.21 (d, J = 1.9 Hz, IH), 7.90 (d, J = 2.0 Hz, IH), 4.53 (d, J = 3.9 Hz, IH), 3.77-3.69 (m, IH), 3.68-3.54 (m, 2H), 3.49-3.32 (m, 3H), 2.91 (s, 2H), 2.63-2.52 (m, 2H), 2.36-2.32 (m, 2H), 2.26-2.22 (m, 2H), 1.82 (t, J = 9.8 Hz, 2H), 1.77-1.57 (m, 4H), 1.52-1.40 (m, 3H), 1.38-1.26 (m, IH).

33821-94-2, 33821-94-2 2-(3-Bromopropoxy)tetrahydro-2H-pyran 2777988, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; TAKHI, Mohamed; HOSAHALLI, Subramanya; PANIGRAHI, Sunil Kumar; MAHADARI, Muni Kumar; KOTTAM, Chandrashekar Reddy; ABD RAHMAN, Noorsaadah; YUSOF, Rohana; WO2013/80222; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

53911-68-5, 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53911-68-5, Prepared by dissolving an equimolar mixture of 3-(4-chlorophenyl)glutaric anhydride and commercial 5-chloro-2-hydroxyaniline in boiling dichloromethane. Upon cooling to rt product precipitates and yields after isolation 87% of /V-(2-hydroxy-5- chlorophenyl)-3-(4-chlorophenyl)glutaramic acid as colourless crystals.

The synthetic route of 53911-68-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITAET DES SAARLANDES; ENGEL, Matthias; FROeHNER, Wolfgang; STROBA, Adriane; BIONDI, Ricardo M.; WO2010/43711; (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.101691-65-0,(Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

A mixture of methyl 6-(5′-bromo-2′-hydroxy-2-biphenylyl)-2-pyridinecarboxylate (200mg, 0.52mmol), tetrahydro-2H-pyran-4-ylmethyl-4-methylbenzene sulphonate (430mg, 1.5mmol) and potassium cabonate (200mg) in dimethylformamide (4ml) was heated to reflux for 3 hours under nitrogen. The reaction mixture was then filtered through celite, washed with ethyl acetate (10mls) and evaporated to an oil which was flash chromatographed eluting with diethyl ether/isohexane (1/5). The product was dissolved in methanol (10ml), treated with 2N sodium hydroxide (2ml) and heated at 70C for 15min. The solution was evaporated and partitioned between water and ethyl acetate. After drying with anhydrous sodium sulphate the ethyl acetate solution was evaporated to give the title compound (130mg). LC/MS [M+H] 470.3, 471.4, Rt=3.65min., 101691-65-0

As the paragraph descriping shows that 101691-65-0 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2005/108369; (2005); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1240390-36-6, tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2 {(3R,4R)-4-[7-(5,6-Dimethyl-pyridin-2-ylcarbamoyl)-thieno[3,2-d]pyrimidin-2-ylamino]-tetrahydro-pyran-3-yl}-carbamic acid tert-butyl ester To a solution of 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid (5,6-dimethyl-pyridin-2-yl)-amide (0.149 g, 0.466 mmol) and tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate (0.121 g, 0.559 mmol) in dioxane (4 mL) was added diisopropylethylamine (0.244 mL, 1.4 mmol). The reaction mixture was heated at 120 C. overnight. The reaction mixture was cooled and then diluted with dichloromethane, washed with aqueous sodium carbonate, then brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue obtained was then purified by chromatography (silica, 40 g, 0 to 15% EtOAc in hexanes) to give {(3R,4R)-4-[7-(5,6-dimethyl-pyridin-2-ylcarbamoyl)-thieno[3,2-d]pyrimidin-2-ylamino]-tetrahydro-pyran-3-yl}-carbamic acid tert-butyl ester (0.105 g, 0.210 mmol, 45%) as a yellow solid. LCMS m/z [M+H]=499.

1240390-36-6, 1240390-36-6 tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate 68077633, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Hoffmann-La Roche Inc.; Chen, Shaoqing; Hermann, Johannes Cornelius; Le, Nam T.; Lucas, Matthew C.; Padilla, Fernando; US2013/178460; (2013); 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.693287-79-5,tert-Butyl 2-(tetrahydro-2H-pyran-4-yl)hydrazinecarboxylate,as a common compound, the synthetic route is as follows.,693287-79-5

Step 2: NaBH3CN (1.26g, 20mmol) was added slowly to a solution of 1c obtained above in 50% acetic acid (7OmL). The mixture was stirred for 1.5h at r.t., neutralized with 1N NaOH and extracted with DCM. The extract was washed with sat. NaHCO3, dried and evaporated to give 1d (4.3g, ca. 100%) as a white solid. TFA (23g, 0.2mol) was added to a solution of 1d in DCM (30mL). The reaction mixture was stirred at r.t. for 2h and evaporated to dryness to provide 1e (6.8g) which was used for next step directly.

As the paragraph descriping shows that 693287-79-5 is playing an increasingly important role.

Reference£º
Patent; TYROGENEX, INC.; LIANG, Congxin; LI, Zhigang; WO2010/56320; (2010); 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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Ingenol-5f20-acetonide-3-(3f5-dimethyl-l-(tetrahvdropyran-4-ylmethynpyrazole-4- carboxylate) (Compound 661) Compound 661 was prepared by heating a mixture of ingenol-5,20-acetonide-3-(3,5- dimethyl-lH-pyrazole-4-carboxylate) (15 mg), 4-iodomethyl-tetrahydro-2H-pyran (80 mg) and potassium carbonate (40 mg) in Nu,Nu-dimethylformamide (0.5 ml) at 120 C in microwave oven for 20 min. Addition of water and extraction with dichloromethane, followed by evaporation of solvent, gave a crude product which was purified by chromatography as described in Procedure c to give the title compound. Ingenol-5,20- acetonide-3-(3,5-dimethyl-lH-pyrazole-4-carboxylate) was prepared by Procedure c with 3,5-dimethyl-lH-pyrazole-4-carboxylic acid as starting material., 101691-94-5

The synthetic route of 101691-94-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LEO PHARMA A/S; GRUE-S?RENSEN, Gunnar; LIANG, Xifu; HOeGBERG, Thomas; MANSSON, Kristoffer; VEDS?, Per; VIFIAN, Thomas; WO2012/83953; (2012); 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.223734-62-1,2-((S)-Dec-1-yn-5-yloxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Example 1. Preparation of chiral benzyl alcohol (A-l); A 50-mL, two-necked, round-bottom flask equipped with a mechanical stirrer was charged with zinc triflate (2.16g, 0.0059 mol) and (+)-N-methylephiderine (0.814 g, 0.0045 mol) in toluene (10 mL). To this mixture triethyl amine was added (0.459 g, 0.0045 mol) and this gelatinous mixture was stirred at ambient temperature for 30-60 minutes. To this mixture was then treated with a solution of alkyne (1.08 g, 0.0045 mol) in toluene (1 mL), stirred at ambient temperature for 15 minutes followed by solution of aldehyde (0.250 g, 0.0014 mol). Progress of the reaction was monitored by TLC (completion of the reaction was monitored by thin layer chromatography (TLC) using a thin layer silica gel plate; eluent: 20% ethyl acetate in hexanes). After stirring the mixture for 3 h TLC indicated completion of reaction. At this stage reaction mixture was quenched by slow addition of saturated ammonium chloride (10 mL). This was stirred for 5-10 minutes and organic layer containing desired compound was separated. Aqueous layer was washed with ethyl acetate (10 mL). The combined organic layers were washed with brine (15 mL), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to obtain a crude product (2.0 g). The crude product was purified by column chromatography using 250- 400 mesh silica gel. A solvent gradient of ethyl acetate in hexanes (5-20%) was used to elute the product from the column. All fractions containing the desired product were combined and concentrated in vacuo to give pure chiral benzyl alcohol A-l (0.360g, -87%) compound was characterized by .H, 13C NMR, IR, LCMS and chiral HPLC data. 1H NMR (CDC13, 300 MHz): delta 0.87 (t, 3H), 1.18-1.86 (m, 17H), 2.28 (dt, 1H), 2.34-2.45 (m, 2H), 3.40- 3.53 (m, 1H), 3.54- 3.62 (m, 1H), 3.63-3.75 (m, 1H), 3.81 (s, 3H, OCH3), 3.83-3.92 (m, 1H), 4.62-4.66 (m, 1H), 4.89-5.05 (m, 2H), 5.59-5.61 (merged two s, 1H), 5.91-6.04 (m, 1H), 6.85-6.82 (d, 1H), 7.20- 7.26 (m, 1H), and 7.31-7.36 (m, 1H); 13C NMR (CDC13, 75 MHz): delta 14.13, 14.18, 14.98, 15.56, 19.96, 21.14, 22.71, 24.77, 25.34, 25.57, 29.51, 31.17, 31.23, 32.07, 32.19, 32.69, 33.51, 33.94, 35.13, 55.86, 60.49, 62.12, 62.18, 62.82, 75.36, 75.89, 80.20, 80.53, 86.97, 87.42, 97.31, 98.06, 1 10.63, 1 14.80, 1 19.18, 1 19.27, 125.86, 127.44, 127.50, 137.15, 140.78, 157.68; IR: 341 1 , 2230, 1638, 1259, 1 133, 1023, 755 cm”1; MS( /z): [M+Na]+ 437.35.

223734-62-1, 223734-62-1 2-((S)-Dec-1-yn-5-yloxy)tetrahydro-2H-pyran 11149121, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; UNITED THERAPEUTICS CORPORATION; BATRA, Hitesh; PENMASTA, Raju; SHARMA, Vijay; TULADHAR, Sudersan M.; WALSH, David A.; WO2011/153363; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

53911-68-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.53911-68-5,4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

3-(4-Chlorophenyl)glutaric anhydride (0.45 g) was added with stirring at rt to the solution of commercial 4-tbutyl-1,2-phenylenediamine (0.33 g) in dichloromethane (3 ml). After 1 h at rt the precipitate is collected by suction filtration, washed with dichloromethane, and dried in vacuo to give a mixture of regioisomeric amides (0.63 g) as light grey solid. The solid was suspended in 1,4-dioxane (2 ml) and 4M HCl in 1,4-dioxane (3 ml) was added. The solution is heated to reflux for 1.5 h. From the solution all volatiles are removed at the water aspirator and the residue is recrystallised from acetone /ethyl acetate to give 4-(5-tbutyl-2-benzimidazolyl)-3-(4-chlorophenyl)butanoic acid HCl (0.45 g) as light grey solid.1H-NMR (500 MHz, DMSO-d6)): delta (ppm)=1.32 (s, 9H), 2.71 (dd, J=16.2, 8.6 Hz, 1H), 2.81 (dd, J=16.2, 6.1 Hz, 1H), 3.47 (dd, J=15.0, 9.4 Hz, 1H), 3.56 (dd, J=15.0, 6.7 Hz, 1H), 3.89 (m, 1H), 7.30 (d, J=8.5 Hz, 2H), 7.38 (d, J=8.5 Hz, 2H), 7.56 (dd, J=8.7, 1.7 Hz, 1H), 7.59 (d, J=1.0 Hz, 1H), 7.63 (d, J=8.7 Hz, 1H).13C-NMR and DEPT (125 MHz, DMSO-d6): delta (ppm)=31.11 (3CH3), 32.31 (CH2), 34.74 (C), 39.15 (CH), 109.32 (CH), 113.12 (CH), 123.56 (CH), 128.35 (2CH), 128.51 (C), 129.18 (2CH), 130.64 (C), 131.43 (C), 140.67 (C), 148.65 (C), 151.53 (C), 172.09 (CO). One carbon signal missing.

The synthetic route of 53911-68-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITAET DES SAARLANDES; US2012/46307; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics