New learning discoveries about 101691-65-0

Big data shows that 101691-65-0 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.101691-65-0,(Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

To DMF (1.5 ml) was added NaH (60% in mineral oil, 46.1 mg, 1.152 mmol) and then 5-bromo-2-fluoropyridin-3 -amine (200 mg, 1.047 mmol). The reaction mixture was stirred at room temperature for 15 minutes. Then (tetrahy dro-2H-pyran-4-yl)methyl 4- methylbenzenesulfonate (283 mg, 1.047 mmol) was added and stirred at 40 C for 40 hours. The reaction was cooled to room temperature and 100 ml of ethyl acetate was added. The resulting mixture was washed with saturated sodium bicarbonate (2x), water (2x), brine, dried sodium sulfate, filtered and concentrated to dryness. The residue was purified by silica gel chromatography (40g column eluting with 0-40% ethyl acetate in heptane). The desired fractions were concentrated to yield 104 mg of the title compound as free base. LCMS (m/z): 288.9/290.9 (MH+), retention time = 0.88 min., 101691-65-0

Big data shows that 101691-65-0 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; ANTONIOS-MCCREA, William, R.; BARSANTI, Paul, A.; HU, Cheng; JIN, Xianming; MARTIN, Eric, J.; PAN, Yue; PFISTER, Keith, B.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/66070; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 103260-44-2

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

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,103260-44-2

Preparatory Example 33 4-Tetrahydropyranylacetic acid STR234 20 ml of methanol, 10 ml of water and 1 g of sodium hydroxide were added to 0.9 g of ethyl 4-tetrahydropyranylacetate and agitated at 80 C. for 1 hour. The solvent was removed by distillation, to which water was added. After washing with ethyl acetate, a hydrochloric acid aqueous solution was added to the resultant aqueous phase to an extent of pH of 3, followed by extraction with chloroform under salting-out conditions and drying with anhydrous magnesium sulfate. This was removed by filtration and the solvent was distilled off, thereby obtaining 0.87 g of a crude intended compound. 1 H-NMR(CDCl3) delta:1.0-2.4(m,5H), 2.28(bd,J=6.5 Hz,2H), 3.37(td,J=11.5 Hz,2.9 Hz,2H), 3.7-4.1(m,2H), 7.85(bs,1H)

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

Reference£º
Patent; Eisai Co., Ltd.; US5221671; (1993); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1228779-96-1

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

In round bottom flask equipped with mechanical stirrer and thermometer, to dichloromethane (400 ml), 3-nitro-4-((tetrahydro-2H-pyran-4-yl)methylamino)benzenesulfonamide (VI) (17.6 g), 4-dimethylaminopyridine (DMAP) (4.25 g) and l-ethyl-3-[3- (dimethylamino)propyl]-carbodiimide hydrochloride (EDC.HCI) (20.12 g) were added. To this mixture was added a solution of intermediate (V) (40 g) in dichloromethane (400 ml) and trimethyl amine (18.8 ml) and maintained for 22 hrs. To this mixture was then added water (400 ml), the dichloromethane layer was separated, washed with water and concentrated under reduced pressure. The residue obtained was purified by using mixture of ethyl acetate and xylene to give venetoclax (31 g), 1228779-96-1

As the paragraph descriping shows that 1228779-96-1 is playing an increasingly important role.

Reference£º
Patent; LUPIN LIMITED; RAJPUT, Lalitkumar, Dilipsing; VYAVHARE, Vasant, Chhabu; SHIVDAVKAR, Radhakrishna, Bhikaji; SUDRIK, Yuvraj, Dadasaheb; MITRA, Rangan; GOKHALE, Sangram; GOHEL, Sunilkumar, Vinubhai; SIYAN, Rajinder, Singh; BHISE, Nandu, Baban; SINGH, Girij, Pal; (54 pag.)WO2018/225043; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 1240390-36-6

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.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1240390-36-6,tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

Step 1 tert-Butyl (3R,4R)-4-(6-carbamoyl-5-(5-methoxy-6-propylpyridin-2-ylamino)pyridazin-3-ylamino)tetrahydro-2H-pyran-3-ylcarbamate To a solution of 6-chloro-4-(5-methoxy-6-propylpyridin-2-ylamino)pyridazine-3-carboxamide (200 mg, 622 mumol, prepared as described in example 31) in NMP (2.1 mL) was added tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate (402 mg, 1.86 mmol) in 3 portions approximately every 12 h and heated to 140 C. in the periods between additions. After a total of 36 h, the mixture was cooled, diluted with ethyl acetate and brine, then the organic phase separated and washed with brine (3*). The organic phase was then concentrated in vacuo and the residue obtained was purified by chromatography (silica, 1 to 5% methanol in dichloromethane) to give tert-butyl (3R,4R)-4-(6-carbamoyl-5-(5-methoxy-6-propylpyridin-2-ylamino)pyridazin-3-ylamino)tetrahydro-2H-pyran-3-ylcarbamate (77 mg, 154 mumol, 25%) as a light brown solid. MS (EI/CI) m/z: 502.2 [M+H].

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; Hoffman-La Roche Inc.; Hermann, Johannes Cornelius; Kennedy-Smith, Joshua; Lucas, Matthew C.; Padilla, Fernando; Soth, Michael; US2013/178478; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 14774-37-9

The synthetic route of 14774-37-9 has been constantly updated, and we look forward to future research findings.

14774-37-9, Tetrahydropyran-4-methanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the stirred solution of tetrahydropyran-4-ylmethanol 10-1 (200 mg, 1.72 mmol) in DCM (5 rnL) was added TEA (348.46 mg, 3.44 mmol, 479.97 uL) followed by methanesulfonyl chloride 10-2 (236.68 mg, 2.07 mmol, 159.92 uL). The reaction was stirred at room temperature for 5 hours and the cooled to room temperature, diluted with ethyl acetate, washed with water, brine, dried over sodium sulfate and concentrated under reduced pressure to afford tetrahydropyran-4-ylmethyl methanesulfonate 10-3 (328 mg, 1.69 mmol, 98.07% yield) as gum. 1HNMR (400 MHz, DMSO- d6) 5 4.1-4.0 (m, 2H), 3.85 (dd, J = 11.28, 3.96 Hz, 2H), 3.34-3.26 (m, 2H), 3.17(s, 3H), 1.98-1.88 (m, I I I), 1.60-1.55 (m, 2H), 1.31-1.20 (m, 21 1), 14774-37-9

The synthetic route of 14774-37-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; C4 THERAPEUTICS, INC.; VEITS, Gesine, Kerstin; HE, Minsheng; HENDERSON, James, A.; NASVESCHUK, Christopher, G.; PHILLIPS, Andrew, J.; GOOD, Andrew, Charles; (471 pag.)WO2019/191112; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 873397-34-3

Big data shows that 873397-34-3 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.873397-34-3,Tetrahydro-2H-pyran-3-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: A solution of tert-butyl (2-amino-4-(4-fluorophenyl)phenyl)carbamate (12.1 g, 40.1 mmol,0.9 eq.), tetrahydro-2H-pyran-4-carboxylic acid (6.0 g, 46.1 mmol, 1.0 eq.), HATU (21.0g, 55.3 mmol, 1.2 eq.) and Huenigs base (16.1 mL, 92.3 mmol, 2.0 eq.) in DMF (60 mL) was stirred at room temperature. After completion, the reaction mixture was diluted with water. The solid was isolated by filtration and washed with pentane to afford tert-butyl (2-(tetrahydro-2H-pyran-4-carboxamido)-4-(thiophen-2-yl)phenyl)carbamate (15.1 g, 79 percentyield)., 873397-34-3

Big data shows that 873397-34-3 is playing an increasingly important role.

Reference£º
Article; Wagner, Florence F.; Weiwer, Michel; Steinbacher, Stefan; Schomburg, Adrian; Reinemer, Peter; Gale, Jennifer P.; Campbell, Arthur J.; Fisher, Stewart L.; Zhao, Wen-Ning; Reis, Surya A.; Hennig, Krista M.; Thomas, Meryl; Mueller, Peter; Jefson, Martin R.; Fass, Daniel M.; Haggarty, Stephen J.; Zhang, Yan-Ling; Holson, Edward B.; Bioorganic and Medicinal Chemistry; vol. 24; 18; (2016); p. 4008 – 4015;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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 15: Preparation of r3R)-5-methyl-3-(2-oxo-2(rriR)-l-phenylethvnamino}ethyl) hexanoic acid compound (24); [0089] A three-neck- flask equipped with an addition funnel, thermometer pocket, drying tube and a mechanical stirrer, was charged with n-butanol (100 ml), (R)-(+)- phenylethylamine (35.58 g, 0.147mole) and 4-dimethylaminopyridine (0.18 g, 0.00147 mole). The mixture was cooled to a temperature of 0-50C, followed by addition of a solution of 3-isobutyl glutaric anhydride (25 g, 0.147 mole) in n-butanol (25 ml), over a period of 15-20 minutes, and stirring for additional 1.5-2 hours, at a temperature of 0-50C. The solvent was stripped off and the residue was extracted with 2.5-3 percent aqueous solution of NaOH solution (500 ml), and diluted with water (1000 ml) followed by washing the aqueous phase with toluene (1 x 100 ml and 1 x 50 ml). The pH of the aqueous phase was adjusted to 2-2.5 EPO by adding a 1-12N solution of hydrochloric acid. The aqueous phase was further extracted with ethyl acetate (1 x 150 ml and 1 x 50 ml), followed by drying the combined ethyl acetates extracts over anhydrous sodium sulfate, and stripping off the solvents, to obtain a residue. The residue was crystallized from ethyl acetate and toluene mixture to get 23.1 g (54.03 percent yield) of a white solid of (3R)-5-methyl-3-(2-oxo-2-{[(lR)-l- phenylethyl] amino }ethyl)hexanoic acid with an optical purity of 99.16 percent, as measured by chiral HPLC.

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

Reference£º
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2007/35789; (2007); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 14774-37-9

14774-37-9, The synthetic route of 14774-37-9 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.14774-37-9,Tetrahydropyran-4-methanol,as a common compound, the synthetic route is as follows.

Step 1 a Synthesis of Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate To a stirred solution of (tetrahydro-2H-pyran-4-yl)methanol (300 mg, 2.58 mM) in DCM (5 ml), triethyl amine (784 mg, 7.75 mM) was added. The reaction mixture was stirred for 5 min at 0 QC followed by the addition of 4-methylbenzene-1 -sulfonyl chloride (542 mg, 2.84 mM). The reaction mixture was further stirred for 2h. RM, concentrated and purified by column chromatography to afford the title compound tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate (634 mg). Yield: 91 %; 1 H NMR (CDCI3, 300 MHz): delta 7.81 (d, J=8.1 Hz, 2H), 7.38 (d, J=8.1 Hz, 2H), 3.97-3.86 (m, 4H), 3.36 (t, J=6.5 Hz, 2H), 2.47 (s, 3H), 1 .97-1 .94 (m, 1 H), 1 .62 (d, J=12 Hz, 2H), 1 .35-1 .23 (m, 2H), MS: m/z 293 (M+Na).

14774-37-9, The synthetic route of 14774-37-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PIRAMAL ENTERPRISES LIMITED; KUMAR, Sanjay; SHARMA, Rajiv; MAHAJAN, Vishal, Ashok; SAWARGAVE, Sangameshwar, Prabhakar; WO2013/128378; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 101691-94-5

101691-94-5 4-(Iodomethyl)tetrahydro-2H-pyran 2795507, aTetrahydropyrans compound, is more and more widely used in various fields.

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

To a solution of Example 244A (1.0 g, 3.1mmol) in 4:1 N5N- dimethylformamide/tetrahydrofuran (20 mL) were added potassium tert-butoxide (Aldrich, 0.42 g, 3.7 mmol) and 4-(iodomethyl)tetrahydro-2H-pyran (Maybridge, 0.97 g, 4.3 mmol). The reaction mixture was stirred at 80 0C for 16 hours, cooled to room temperature, quenched with saturated aqueous NaHCO3 (20 mL) and extracted with ethyl acetate (3 x 20 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography using an Analogix Intelliflash280 (SiO2, 0-100 % ethyl acetate in hexanes) to afford the title compound. 1H NMR (300 MHz, dimethylsulfoxide-dg) delta ppm 1.21 – 1.51 (m, 4 H), 1.32 (s, 9 H), 2.06 – 2.35 (m, 1 H), 3.20 – 3.30 (m, 2 H), 3.79 (s, 3 H), 3.80 – 3.91 (m, J=9.3, 2.2, 2.0 Hz, 2 H), 4.06 (d, J=7.1 Hz, 2 H), 7.11 (d, J=8.8 Hz, 1 H), 7.30 (s, 1 H), 7.45 (dd, J=8.8, 3.1 Hz, 1 H), 7.64 (d, J=2.7 Hz, 1 H); MS (ESI+) m/z 423 (M+H)+; Anal. Calculated for C21H27ClN2O3S: C, 59.63; H, 6.43; N, 6.62. Found: C, 59.66; H, 6.36; N, 6.56, 101691-94-5

101691-94-5 4-(Iodomethyl)tetrahydro-2H-pyran 2795507, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; ABBOTT LABORATORIES; WO2009/67613; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 344329-76-6

The synthetic route of 344329-76-6 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.344329-76-6,Tetrahydro-2H-pyran-4-carboxamide,as a common compound, the synthetic route is as follows.

General procedure: A mixture of bromo-ketone (0.6 g,2.9 mmol), amide (0.55 g, 3.6 mmol, 1.25 equiv), and silver triflate (0.9 g,3.6 mmol, 1.25 equiv) in ethyl acetate (4 mL) was heated to 50?70 ¡ãC. After thereaction was deemed complete by HPLC analysis, the mixture was cooled to 20 ¡ãC and diluted with ethyl acetate (3 mL). A solution of sat?d NaCl (3?4 mL)was added and the mixture stirred at 20 ¡ãC for at least 4 h. The silver salts (AgBr and AgCl) are removed by filtration and the resulting biphasic solution transferred to a separatory funnel and the layers separated. The organic layer isthen washed with water (4 mL), 5percent NaHCO3 (4 mL), 1 N HCl (4 mL), and water(4 mL). The organic layer is concentrated to dryness and the residue purified by flash column chromatography (5percent EtOAc/hexanes) to obtain pure oxazole product., 344329-76-6

The synthetic route of 344329-76-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Bailey, Jessica L.; Sudini, Ravinder R.; Tetrahedron Letters; vol. 55; 27; (2014); p. 3674 – 3677;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics