Downstream synthetic route of 4677-20-7

4677-20-7, As the paragraph descriping shows that 4677-20-7 is playing an increasingly important role.

4677-20-7, 4-(2-Bromoethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 : Preparation of (S)-benzyl 1 -(fluoromethyl)-4- ((lR,3aS,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)-5a,5b,8,8,l la-pentamethyl-l-(prop-l-en- 2-yl)-3a-((2-(tetrahydro-2H-pyran-4-yl)ethyl)amino)- 2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro-lH- cyclopenta[a]chrysen-9-yl)cyclohex-3-enecarboxylate A suspension of (S)-benzyl 4-((lR,3aS,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)-3a-amino- 5a,5b,8,8, 11 a-pentamethyl- 1 -(prop- 1 -en-2-yl)- 2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro-lH- cyclopenta[a]chrysen-9-yl)-l-(fluoromethyl)cyclohex-3-enecarboxylate (50 mg, 0.076 mmol), 4-(2-bromoethyl)tetrahydro-2H-pyran (15 mg, 0.076 mmol), K3PO4 (49 mg, 0.229 mmol) and Nal (19 mg, 0.114 mmol) in MeCN (1 mL) was flushed with nitrogen, sealed, and stirred at 90 C for 18 h. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The crude product was purified by flash chromatography on silica gel column (0-40% EtOAc/Hexane) using ELS detector to give the desired product as a solid (30 mg, 51%). LCMS m/e 768.55 (M+H)+, 3.033 minutes (Method 8). ‘H NMR (400MHZ, CHLOROFORM-d) delta 7.39 – 7.29 (m, 5H), 5.32 (s, 1H), 5.22 – 5.14 (m, 2H), 5.14 – 5.10 (m, 1H), 4.71 (d, J=2.0 Hz, 1H), 4.62 – 4.55 (m, 1H), 4.58 (s, 1H), 4.51 – 4.43 (m, 1H), 4.01 – 3.93 (m, 4H), 2.65 – 2.52 (m, 2H), 2.50 – 2.36 (m, 2H), 2.18 – 0.87 (m, 34H), 1.69 (s, 3H), 1.05 (s, 3H), 0.95 (s, 3H), 0.90 (s, 3H), 0.89 (s, 3H), 0.85 (s, 3H). 19F NMR (376MHz, CHLOROFORM-d) delta -225.06 (s, IF).

4677-20-7, As the paragraph descriping shows that 4677-20-7 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; SIT, Sing-Yuen; CHEN, Yan; CHEN, Jie; SWIDORSKI, Jacob; VENABLES, Brian Lee; SIN, Ny; MEANWELL, Nicholas A.; REGUEIRO-REN, Alicia; HARTZ, Richard A.; XU, Li; LIU, Zheng; WO2015/157483; (2015); A1;,
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Downstream synthetic route of 1172623-99-2

As the paragraph descriping shows that 1172623-99-2 is playing an increasingly important role.

1172623-99-2, tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1H (11.53 g, 35.03 mmol) was dissolved in dichloromethane (130 mL)Cooling to 0 ,The Dayton Martin oxidant (29.72 g, 70.06 mmol) was added portionwise to the reaction solution,Naturally rose to room temperature for 4 hours.Cooling to 0 ,The saturated sodium bicarbonate solution (60 mL) was added dropwise to the reaction solution,Stir for 20 minutes,filter,The filtrate was allowed to stand,The aqueous phase was extracted with methyl tert-butyl ether (60 mL x 3)Combined organic phase,The organic phase was washed with saturated sodium bicarbonate solution (30 mL x 2)Dried over anhydrous sodium sulfate,Filter concentrate,The residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate (v / v) = 10: 1-4: 1)To give white crystalline powder intermediate 1 (10.85 g, yield 94.7%)., 1172623-99-2

As the paragraph descriping shows that 1172623-99-2 is playing an increasingly important role.

Reference£º
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Fan Jiang; Chen Qingping; Wang Chengtao; (36 pag.)CN106632349; (2017); A;,
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Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 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.

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

EXAMPLE 85b; Preparation of intermediate toluene-4-sulfonic acid tetrahydro-pyran-4-ylmethyl ester; At room temperature, a mixture of (tetrahydro-pyran-4-yl)-methanol (2.4 g, 20.7 mmol), p-toluenesulfonyl chloride (6.73 g, 35.4 mmol), triethylamine (6.6 mL, 47.6 mmol) and DMAP (0.288 g, 2.36 mmol) in DCM (50 mL) was stirred overnight. The solution was washed with water and brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography to give the title compound as an oil (4.2 g).

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; Chen, Li; Han, Xingchun; He, Yun; Yang, Song; Zhang, Zhuming; US2009/163512; (2009); A1;,
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Brief introduction of 624734-17-4

The synthetic route of 624734-17-4 has been constantly updated, and we look forward to future research findings.

624734-17-4, 3-Methoxydihydro-2H-pyran-4(3H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,624734-17-4

3-Methoxy-tetrahydro-pyran-4-one* (1 g, 7.68 mmol), commercially available (R)-(+)-l- phenylethylamine (0.99 ml, 7.68 mmol) and Raney-Nickel (200 mg) in 10 ml of dry ethanol were stirred under a hydrogen atmosphere (5 bar) for 15 days. The reaction mixture was diluted with 20 ml of methanol and 20 ml of tetrahydroiurane, stirred for 15 minutes, filtered on a celite pad and concentrated under vacuum. The crude product was loaded on a SCX cartridge (50g). The cartridge was washed with methanol and the desired product was eluted with a 7 M solution of ammonia in methanol. The basic organic phase was concentrated under vacuum and the crude product was purified by flash chromatography(dichloromethane/methanol= 98/2%) to obtain 710 mg (3.02 mmol) of the desired product as single stereoisomer (diastereoisomeric purity confirmed and relative cis stereochemistry assigned by NMR).GC/MS (method 3B) Rt = 35.04 min* Tetrahedron Letters, 2005 , 447 – 450

The synthetic route of 624734-17-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; EBEL, Heiner; FRATTINI, Sara; GERLACH, Kai; GIOVANNINI, Riccardo; HOENKE, Christoph; MAZZAFERRO, Rocco; SANTAGOSTINO, Marco; SCHEUERER, Stefan; TAUTERMANN, Christofer; TRIESELMANN, Thomas; WO2011/73154; (2011); A1;,
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New learning discoveries about 1194-16-7

1194-16-7 2,2-Dimethyltetrahydropyran-4-one 1738159, 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.1194-16-7,2,2-Dimethyltetrahydropyran-4-one,as a common compound, the synthetic route is as follows.

LDA (2.75 mL, 20.29 mmol) was added to a stirred solution of 2,2-dimethyldihydro-2H- pyran-4(3H)-one (2.0 g, 15.60 mmol) in Tetrahydrofuran (THF) (40 mL) at -78 C and stirred for 20 mins. 1, 1, 1-trifluoro-N-phenyl-N-((trifluoromethyl)sulfonyl)methanesulfonamide (3.98 mL, 18.73 mmol) was added at -78 C and stirred at 28 C for 19 hr. Reaction mixture was quenched with saturated sodium bicarbonate solution, diluted with water (10 mL), extracted with ether (2X30 mL), washed with brine solution (20 mL). Organic layer was separated, dried over Na2S04, filtered and concentrated to get crude product. Crude product was purified by column chromatography using (100-200) silica gel column chromatography and was eluted with 15% EtOAc in Hexane (gradient system) to afford the desired product 2,2-dimethyl-3,6-dihydro-2H- pyran-4-yl trifluoromethanesulfonate (2.4 g, 5.98 mmol, 38.3 % yield) as a pale yellow liquid GCMS (m/z): 260 [M+H]+., 1194-16-7

1194-16-7 2,2-Dimethyltetrahydropyran-4-one 1738159, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ELLIS, James Lamond; EVANS, Karen Anderson; FOX, Ryan Michael; MILLER, William Henry; SEEFELD, Mark Andrew; (766 pag.)WO2016/79709; (2016); A1;,
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Analyzing the synthesis route of 125995-03-1

125995-03-1, As the paragraph descriping shows that 125995-03-1 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.125995-03-1,Atorvastatin lactone,as a common compound, the synthetic route is as follows.

A magnetic stirrer of appropriate size was added to a 50 ml reaction tube, the air was replaced and protected with nitrogen, 30 ml of methylene chloride was injected, and the reaction vessel was placed in a low-temperature stirring reaction bath (Below -65 C), inject 0.75 ml of diethylaminosulfur trifluoride by injection at low temperature, stir for about 15 minutes, then slowly add 1.50 g of atorvastatin lactone in 5 ml of dichloromethane. After stirring the reaction for about 30 minutes, about 0.3 ml of triethylamine was added by syringe, and after 2 hours, the reaction was naturally warmed up overnight. After the reaction was monitored by TLC, the filtrate was filtered and the filtrate was dried over anhydrous sodium sulfate. The residue was spin-dried and separated by column chromatography (PE / EA gradient elution) to obtain 0.76 g of atorvastatin fluoride product (001).

125995-03-1, As the paragraph descriping shows that 125995-03-1 is playing an increasingly important role.

Reference£º
Patent; Shanghai Applied Technology College; Shanghai Huali Bio-pharmaceutical Co., Ltd.; Wang Zhonghua; Wu Fanhong; Li Bing; Yu Xiaodong; Lv Qianqian; Wu Chuang; Su Feifei; Wu Fulong; (23 pag.)CN105085497; (2017); B;,
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New learning discoveries about 14774-37-9

14774-37-9 Tetrahydropyran-4-methanol 2773573, 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.14774-37-9,Tetrahydropyran-4-methanol,as a common compound, the synthetic route is as follows.

To a solution of 97 g (810 mmol) of Compound 6 (190 mL) are added 165 mL of 50% aqueous NaOH solution. To this stirred suspension is added dropwise with cooling a solution of p-toluene-sulfonylchloride (283 g, 1.46 mol) in 2-methyltetrahydrofuran (280 mL). The reaction is stirred at 30-35 C. for 18 h. The suspension is poured into a mixture of ice-water (280 mL) and aqueous HCl solution (37%, 203 mL). After addition of methylcyclohexane (1.4 L) and further ice-water (0.2 L), the reaction mixture is stirred for 2 h in an ice-bath. The resulting crystalline precipitate is isolated by filtration and washed with methylcyclohexane (0.5 L) and water (0.5 L). Drying under reduced pressure at 40 C. gave 216 g of Compound 7 as white crystalline solid. Yield: 99%, ES-MS: m/z 271 [M+H]; 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.19-1.35 (2H, m), 1.54-1.63 (2H, m), 1.85-2.02 (1H, m), 2.45 (3H, s), 3.28-3.39 (2H, m), 3.86 (2H, d, J=6.60 Hz), 3.93 (2H, dd, J=11.37, 4.52 Hz), 7.35 (2H, d, J=9.29 Hz), 7.78 (2H, d, J=8.31 Hz)., 14774-37-9

14774-37-9 Tetrahydropyran-4-methanol 2773573, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/71196; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 2081-44-9

2081-44-9, The synthetic route of 2081-44-9 has been constantly updated, and we look forward to future research findings.

2081-44-9, Tetrahydro-2H-pyran-4-ol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 1-(2,6-dichloro-3-fluorophenyl)ethan-1-one 11 (20.00 g, 96.60 mmol) in 100 mL of MeOH was added portionwise NaBH4 (7.31 g, 193.21 mmol). The resulting mixture was stirred at room temperature for 2 h and then quenched with 20 mL of water. After the removal of MeOH under vacuum, the residue was extracted with EA and washed with brine. The organic layer was dried over anhydrous Na2SO4 and concentrated under vacuum to afford 1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol, which was pure enough for use in the next step. 1H NMR (400 MHz, CDCl3) delta 7.26 (dd, J = 4.8, 8.8 Hz, 1H), 7.02 (dd, J = 8.0, 8.8 Hz, 1H), 5.57 (q, J = 6.8 Hz, 1H), 2.86 (br, 1H), 1.64 (d, J = 6.8 Hz, 3H). To a solution of 1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol (19.00 g, 90.89 mmol) in 150 mL of CH2Cl2 was added Et3N (13.27 mL, 95.43 mmol) and catalytic amount of DMAP. The resulting solution was cooled in an ice bath and added dropwise MsCl (7.39 mL, 95.43 mmol). After complete addition of MsCl, the reaction mixture was maintained in the ice bath for 1 h and then 30 mL of water was added to the reaction mixture. The organic phase was washed with brine, dried over anhydrous Na2SO4 and concentrated under vacuum to afford 1-(2,6-dichloro-3-fluorophenyl)ethyl methanesulfonate (12), which was pure enough for use in the next step. Yield: 84%.

2081-44-9, The synthetic route of 2081-44-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zhang, Dengyou; Zhang, Xiaowei; Ai, Jing; Zhai, Yun; Liang, Zhongjie; Wang, Ying; Chen, Yi; Li, Chunpu; Zhao, Fei; Jiang, Hualiang; Geng, Meiyu; Luo, Cheng; Liu, Hong; Bioorganic and Medicinal Chemistry; vol. 21; 21; (2013); p. 6804 – 6820;,
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.

General procedure: To a solution of 3-nitro- 4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide (63 mg, 0.20 mmol) in DCM (20 mL) was added EDC*HC1 (58 mg, 0.30 mmol) followed by DMAP (49 mg, 0.40 mmol) at 0 C. After 10 min, Intermediate 26 (140 mg, 0.20 mmol) and N- methylmorpholine (0.07 mL, 0.60 mmol) were added and the reaction was warmed to rt. After 16 h, water was added, and the mixture was extracted with DCM. The combined organic layers were dried over Na2S04, filtered and concentrated. The crude product was purified by HPLC (10:90 to 99: 1 lOmM NH4C03H(aq.)/ CH3CN) to afford Example 1 (69 mg, 39%) as a yellow solid. NMR (300 MHz, DMSO -d6) d 11.68 (br s, 1H), 11.42 (br s, 1H), 8.58 (br s, 1H), 8.53 (s, 1H), 8.03 (d, 7=2.1 Hz, 1H), 7.77 (d, 7=8.4 Hz, 1H), 7.54-7.46 (m, 3H), 7.10-7.02 (m, 1H), 6.74-6.68 (m, 1H), 6.38 (s, 1H), 6.25 (s, 1H), 3.89-3.82 (m, 2H), 3.33-3.22 (m, 4H), 3.19-3.05 (m, 4H), 2.90 (s, 2H), 2.33 (br s, 4H), 2.29 (s, 6H), 2.05-1.95 (m, 2H), 1.95-1.82 (m, 1H), 1.69-1.57 (m, 4H), 1.32-1.18 (m, 4H), 0.82 (s, 6H).; LC/MS (ESI) m/z 858.4 [M+H]+., 1228779-96-1

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

Reference£º
Patent; ZENO ROYALTIES & MILESTONES, LLC; PINCHMAN, Joseph, Robert; HUANG, Peter, Qinhua; BUNKER, Kevin, Duane; SIT, Rakesh, Kumar; SAMATAR, Ahmed, Abdi; (236 pag.)WO2019/139902; (2019); A1;,
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Brief introduction of 1228779-96-1

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

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

EXAMPLE 27H4- {4-[(4′-chloro-l , 1 ‘-biphenyl-2-yl)methyl]-3-isobutylpiperazin-l -yl} -N-( {3-nitro-4- [(tetrahydro-2H-pyran-4-ylmethyl)amino]phenyl}sulfonyl)-2-phenoxybenzamide; EXAMPLE 27G (13 mg), EXAMPLE IF (7 mg), l-ethyl-3-[3- (dimethylamino)propyl]-carbodiimide hydrochloride (8 mg), and 4-dimethylaminopyridine (5 mg) were stirred in CH2Cl2 (1 mL) for 24 hours. The product was purified by preparative HPLC using a Cl 8 column, 250 x 50 mm, lOmu, and eluting with a gradient of 20-100% CH3CN vs. 0.1% trifluoroacetic aicd in water, giving the product as a trifluoroacetate salt. 1H NMR (300 MHz, dimethylsulfoxide-d6) delta 11.62 (br s, IH), 9.10 (br s, IH), 8.65 (t, IH), 8.47 (d, IH), 7.77 (dd, IH), 7.70 (br s, IH), 7.50 (m, 5H), 7.39 (m, 3H), 7.25 (m, 2H), 7.18 (d, IH), 7.01 (dd, IH), 6.83 (m, 2H), 6.76 (m, IH), 6.40 (br s, IH), 4.70 and 4.15 (both v br s, total IH), 3.85 (dd, 2H), 3.60 (v br s, IH), 3.32, 3.27, 3.24, 3.06 (all m, total 1 IH), 1.90 (m, IH), 1.62 (m, 3H), 1.30 (m, 4H), 0.70 (br m, 6H)., 1228779-96-1

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

Reference£º
Patent; ABBOTT LABORATORIES; BRUNCKO, Milan; DING, Hong; DOHERTY, George, A.; ELMORE, Steven, W.; HASVOLD, Lisa; HEXAMER, Laura; KUNZER, Aaron, R.; MANTEI, Robert, A.; MCCLELLAN, William, J.; PARK, Chang, H.; PARK, Cheol-min; PETROS, Andrew, M.; SONG, Xiaohong; SOUERS, Andrew, J.; SULLIVAN, Gerard, M.; TAO, Zhi-fu; WANG, Gary, T.; WANG, Le; WANG, Xilu; WENDT, Michael, D.; WO2010/65865; (2010); A2;,
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Tetrahydropyran – an overview | ScienceDirect Topics