Analyzing the synthesis route of 185815-59-2

185815-59-2, As the paragraph descriping shows that 185815-59-2 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.185815-59-2,4-Isobutyldihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

EXAMPLE 14 – SYNTHESIS OF METHYL 3-ISOBUTYL-GLUTARATE (III) A 1 L three-necked round-bottom flask, under nitrogen atmosphere, is added with 3-isobutylglutaric anhydride (50.0 g; 0.290 mol) and methanol (500 ml). The resulting solution is kept under stirring at room temperature for about 16-18 h. After completion of the reaction, the solvent is evaporated off. The title product is obtained as a pale yellow oil, 59.8 g, in 97% yield. 1H-NMR (300 MHz, CDCl3, 28C): delta 3.65 (s, 3H); 2.40 (m, 5H); 1.60 (m, 1H); 1.20 (m, 2H); 0.90 (d, 6H).

185815-59-2, As the paragraph descriping shows that 185815-59-2 is playing an increasingly important role.

Reference£º
Patent; Dipharma Francis S.r.l.; EP1992609; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 101691-65-0

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

101691-65-0, (Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3: Synthesis of Thioacetic acid S-(tetrahydro-pyran-4-ylmethyl) ester Prepared as described by adaptation of the following literature reference:Watson, R.J. et al. Tetrahedron Lett. 2002, 43, 683-685. To a solution of 224 g (0.83 mol) of toluene-4- sulfonic acid tetrahydro-pyran-4-ylmethyl ester in methyl isobutylketone (1.6 L) are added 189 g (1.66 mol) of potassium thioacetate. The beige suspension is stirred at 70 C for 4.5 h. The reaction mixture is cooled to room temperature and water (1.8 L) is added. The organic layer is washed with 10% aqueous K2CO3 solution (1.8 L) and water (1 L). The organic layer is filtered through celite (20 g), activated charcoal (20 g) and Na2S04 (20 g) and the filtrate is concentrated under reduced pressure. The residual oil is azeotroped with methylcyclohexane (200 mL) and n-heptanes (250 mL) to afford 138 g of thioacetic acid S-(tetrahydro-pyran-4-ylmethyl) ester as a yellow-orange oil (CAUTION: Stench.). Yield: 96%; ES-MS: m/z 175 [M+H]; 1H NMR (400 MHz,CHLOROFORM-d) delta ppm 1.23 – 1.40 (2 H, m), 1.59 – 1.78 (3 H, m), 2.33 (3 H, d, 7=4.16 Hz), 2.82 (2 H, dd, 7=6.24, 3.79 Hz), 3.27- 3.39 (2 H, m), 3.88 – 4.02 (2 H, m)

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

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

Analyzing the synthesis route of 33821-94-2

The synthetic route of 33821-94-2 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.33821-94-2,2-(3-Bromopropoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Step 2: 4-(2-chloro-8-iodo-9-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)-9H-purin- 6-yl)morpholineTo a suspension of 4-(2-chloro-8-iodo-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6- yl)morpholine (0.655 g, 1.46 mmol) in methanol (6 mL) was added a catalytic amount of p- toluenesulfonic acid (25 mg, 0.14 mmol). The reaction mixture was heated at 50 C for an overnight period. After this time, the mixture was cooled to room temperature and the volume of methanol was reduced by vacuum evaporation. The resulting residue was diluted with sat.aqueous NaHC03 solution. The precipitate that formed was collected by filtration. In total, 295 mg (56%) of 4-(2-chloro-8-iodo-9H-purin-6-yl)morpholine was obtained as a white solid which was dissolved in anhydrous DMF (2.5 mL). Cesium carbonate (0.53 g, 1.61 mmol) was added and the mixture was stirred together 10 min at 23 C. Subsequently l-(2H-3,4,5,6- tetrahydropyran-2-yloxy)-3-bromopropane (0.54 g, 2.42 mmol) was introduced to the mixture. The resulting reaction mixture was heated at 50 C for 2 h. Complete conversion was observed at the end of this period. The reaction was worked up by dilution with 1 N HCl and EtOAc. The phases were separated and the aqueous layer was extracted twice with EtOAc. The combined organic portions were dried over MgS04, filtered and concentrated in vacuo. The residue was purified by FCC (40 g silica gel column, 0-50% EtOAc in heptane) to give 385 mg (94% yield) of 4-(2-chloro-8-iodo-9-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)-9H-purin-6-yl)morpholine as a pale yellow solid. MS (ESI+): m/z 508.0 (M+H+), 33821-94-2

The synthetic route of 33821-94-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA-ROCHE AG; DOTSON, Jennafer; HEALD, Robert Andrew; HEFFRON, Timothy; JONES, Graham Elgin; KRINTEL, Sussie Lerche; MCLEAN, Neville James; NDUBAKU, Chudi; OLIVERO, Alan G.; SALPHATI, Laurent; WANG, Lan; WEI, BinQing; WO2012/82997; (2012); 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.

[0521] 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 min, then at 15 C for 30 min. 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 HCl (600 mL) and extracted with EtOAc (600 mLx3). The combined organic layers were washed with brine (800 mLx2), dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Si02, petroleum ether/EtOAc=l :0 to 10: 1) to afford the title compound (7.75 g 33%) as colorless oil. 1H NMR (400 MHz, DMSO-i/6) delta 11.78 (s, 1H), 4.14-4.10 (m, 1H), 4.07-3.95 (m, 1H), 3.86 (t, J = 5.6 Hz, 2H), 3.78-3.77 (m, 3H), 2.40 (t, J= 5.6 Hz, 2H)., 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; KADMON CORPORATION, LLC; OLSZEWSKI, Kellen; KIM, Ji-In; POYUROVSKY, Masha; LIU, Kevin; BARSOTTI, Anthony; MORRIS, Koi; (344 pag.)WO2016/210330; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 33821-94-2

33821-94-2, As the paragraph descriping shows that 33821-94-2 is playing an increasingly important role.

33821-94-2, 2-(3-Bromopropoxy)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Scheme 16. Preparation of rifabutin bisphosphonate conjugates 89.; [00282] Tetraethyl 4-(2-Tetrahydro-2H-pyranyloxy)butylene-1,1-bisphosphonate (80): To a suspension of NaH (60% suspension in mineral oil, 900 mg, 22.0 mmol) in dry THF (20 ml.) was added dropwise tetraethyl methylenebisphosphonate (6.46 g, 22.4 mmol). The resulting clear solution was stirred 15 min at room temperature, after which 2-(3- bromopropoxy)tetrahydro-2H-pyran (5.05 g, 22.6 mmol) was added dropwise. The reaction mixture was heated to reflux for 6 h, diluted with CH2CI2 (75 ml.) and washed with brine (2 x 50 ml_), dried (MgSO4) and evaporated. It was used as such in the following step.

33821-94-2, As the paragraph descriping shows that 33821-94-2 is playing an increasingly important role.

Reference£º
Patent; DIETRICH, Evelyne; REDDY, Ranga; TANAKA, Kelly; KANG, Ting; LAFONTAINE, Yanick; RAFAI FAR, Adel; TARGANTA THERAPEUTICS CORP.; WO2010/19511; (2010); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 1408168-76-2

1408168-76-2 Potassium trifluoro(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)borate 74787645, 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.1408168-76-2,Potassium trifluoro(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)borate,as a common compound, the synthetic route is as follows.

To a stirred solution of 2,3-dibromo-6-methoxypyridine, Step 1 : Example 31 , (1.4 g, 5.30 mmol), potassium trifluoro(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)borate, Step 3: Example 31 , (3.7 g, 15.90 mmol) and cataCXiumA (0.35 g, 1.06 mmol) in dry 1 ,4 dioxane (12 mL), was added a solution of cesium carbonate (1.62 g, 31.80 mmol) in water (4 mL) at RT. The reaction mixture was degassed for 10 min using N2 gas. Then Pd(OAc)2 (0.33 g, 1.59 mmol) was added at RT and the reaction mixture was heated to 100 ? for 20 h. Completion of the reaction was monitored by TLC. After completion, the reaction mixture was diluted with EtOAc (10mL) and brine (10mL) and the aqueous layer was extracted with EtOAc (2 x 20 mL), washed with water (10 mL), brine (10 ml_), dried over Na2SC>4 and concentrated under reduced pressure. The resulting crude material was purified by flash chromatography using 12-15% EtOAc in petroleum ether to afford the tittle compound. Yield: 57% (1.1 g, brown gummy solid). 1H NMR (400 MHz, CDCI3): d 7.40 (d, J = 8.4 Hz, 1 H), 6.53 (d, J = 8.0 Hz, 1 H), 4.62 (d, J = 20.8 Hz, 2H), 4.20-4.11 (m, 1 H), 3.95-3.89 (m, 2H), 3.88 (s, 3H), 3.81 – 3.70 (m, 2H), 3.61-3.51 (m, 1 H), 3.50-3.46 (m, 2H), 3.07 (t, J = 7.2 Hz, 2H), 2.91 (t, J = 7.2 Hz, 2H), 1.81 (t, J = 8.4 Hz, 2H), 1.71 (t, J = 10.0 Hz, 2H), 1.62-1 .59 (m, 8H). LCMS: (Method A) 366.2 (M+H), 1.7 min, 90.1 % (Max)., 1408168-76-2

1408168-76-2 Potassium trifluoro(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)borate 74787645, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; WISHART, Grant; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; RAKESH, Paul; (250 pag.)WO2020/39028; (2020); A1;,
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Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 1228779-96-1

The synthetic route of 1228779-96-1 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.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

Into a 40-mL round-bottom flask, was placed 4-(4-((4?-chloro-5, 5-dimethyl-3, 4, 5, 6-tetrahydro-[l, 1?-biphenyl] -2-yl)methyl)piperazin-l-yl)- 2-(3-methoxy-3,4-dihydro-2H-pyrrolo[3?,2?:5,6]pyrido[2,3-b][l,4]oxazepin-l(7H)- yl)benzoic acid (50 mg, 0.08 mmol, 1 equiv), DCM (3 mL), 3-nitro-4-[[(oxan-4- yl)methyl]amino]benzene-l-sulfonamide (25.2 mg, 0.08 mmol, 1.00 equiv), EDCI (30.6 mg, 0.16 mmol, 2 equiv), DMAP (39.0 mg, 0.32 mmol, 4 equiv). The resulting solution was stirred for overnight at 25 degrees C. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with dichloro methane/methanol (10: 1). The crude product was purified by Flash- Prep-HPLC with the following conditions (IntelFlash-l): Column, C18 reversed phase column; mobile phase, Water (10MMOF/F NH4HC03+0.05%NH3.H20) and CH3CN (20.0% CH3CN up to 90.0% in 30 min); Detector, UV 220 nm. This resulted in 32 mg (40.0%) of 4-(4-((4?-chloro-5,5-dimethyl-3, 4,5,6- tetrahydro- [1,1? -biphenyl] -2-yl)methyl)piperazin- 1 -yl) -2-(3 -methoxy-3 ,4-dihydro-2H- pyrrolo[3?,2?:5,6]pyrido[2,3-b][l,4]oxazepin-l(7H)-yl)-N-((3-nitro-4-(((tetrahydro-2H- pyran-4-yl)methyl)amino)phenyl)sulfonyl)benzamide as a yellow solid. FC-MS: (ES, m/z): M+l=953, R,T= 3.44 min. 1H NMR (300 MHz, DMSO-d6, ppm) d 11.00 (ds, 1H), 8.56 (s, 2H), 7.47-7.44 (m, 2H), 7.36-7.33 (m, 2H), 7.08-7.04 (m, 3H), 6.78-6..65 (m, 2H), 6.57-6.54 (m, 1H), 6.43 (s, 1H), 6.04 (s, 1H), 4.05-3.15 (m, 20H), 3.13 (s, 1H), 2.70-2.35 (m, 4H), 2.03 (s, 3H), 1.92-1.90 (m, 1H), 1.89-1.87 (m, 2H), 1.71-1.67 (m, 2H), 1.53-1.45 (m, 3H), 0.97 (s, 6H, 1228779-96-1

The synthetic route of 1228779-96-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; (475 pag.)WO2020/41406; (2020); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 101691-94-5

As the paragraph descriping shows that 101691-94-5 is playing an increasingly important role.

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

2 g (10.3 mmol) 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole and 2.9 mL (20.6 mmol) 4-(iodomethyl)-tetrahydro-2H-pyran are dissolved in 200 mL DMF and 4.274 g (30.9 mmol) K2CO3 are added. The mixture is shaken at 80 C. for 5 h. After cooling to r.t. the mixture is filtered, the filtrate is concentrated in vacuo to approximately 60 mL. The product is separated using HPLC-MS (Gilson, mass flow 120 mL/min, 10 mum, 200 g Sunfire RP18, ACN/water/TFA). The product fractions are combined and freeze-dried to yield 115 mg product (3.8%) R7.6., 101691-94-5

As the paragraph descriping shows that 101691-94-5 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ANDERSKEWITZ, Ralf; BINDER, Florian; GRAUERT, Matthias; GRUNDL, Marc; HAEBEL, Peter Wilhelm; OOST, Thorsten; PAUTSCH, Alexander; PETERS, Stefan; VINTONYAK, Viktor; US2014/275025; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 33024-60-1

33024-60-1 Tetrahydro-2H-pyran-4-amine hydrochloride 44118693, 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.33024-60-1,Tetrahydro-2H-pyran-4-amine hydrochloride,as a common compound, the synthetic route is as follows.

EXAMPLE 5; Intermediate 9 (192 mg, 0.538 mmol) was combined with 4-aminotetrahydropyran hydrochloride (81. 4 mg, 0.592 mmol) and diisopropylethylamine (113 VL, 0.946 mmol) in Ti (OiPr) 4 (3.5 mL). The resulting solution was stirred overnight at room temperature. Sodium borohydride (41 mg, 1.1 mmol) and methanol (2 mL) were added and the mixture was stirred at room temperature for 30 min. Water was added and the solid was filtered off and washed with methanol. The combined filtrates were evaporated to dryness and the crude product was extracted with EA (x3) and purified by preparative TLC (10percent MeOH/DCM) to give 12.5 mg of the title compound., 33024-60-1

33024-60-1 Tetrahydro-2H-pyran-4-amine hydrochloride 44118693, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK & CO., INC.; WO2005/80371; (2005); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 1228779-96-1

1228779-96-1 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide 57474953, aTetrahydropyrans compound, is more and more widely used in various fields.

1228779-96-1, 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 1-4 was dissolved in dichloromethane,Add (3 eq) EDCI, (0.3 eq) DMAP,After stirring at room temperature for half an hour, compound 1-2 (0.8 eq) was added.It is then reacted at room temperature for 6-8 hours.After the reaction is completed, the reaction is quenched with water.Extracted three times with dichloromethane,The combined organic phases were washed with saturated brine.After drying anhydrous sodium sulfate, mix the sample on the column.CH2Cl2: MeOH = 100:1 – 40:1 gave compound S1., 1228779-96-1

1228779-96-1 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide 57474953, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhang Ao; Tan Wenfu; Liu Xiaohua; Huang Wenjing; Zhang Yu; Yang Jun; (37 pag.)CN110143974; (2019); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics