Tag: M.W:300-400

951127-25-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.951127-25-6,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

Step A: tert-Butyl {(2R,3S,5R)-2-(2,5-difluorophenyl)-5-[2-(methylsulfonyl)-2,6-dihydropyrrolol[3,4-c]pyrazol-5(4H)-yl]tetrahydro-2H-pyran-3-yl}carbamate A vessel was charged with N,N-dimethylacetamide (520.6 kg), 2-(methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-5-ium benzenesulfonate (intermediate 2, 30.0 kg, 86.8 mol), and tert-butyl [(2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl]carbamate (intermediate 1, 31.2 kg, 95.3 mol). After dissolving at room temperature, the solution was cooled to 0-10 C. and sodium triacetoxyborohydride (24 kg, 113 mol) was added in four equal portions every 40 min. The reaction was then allowed to warm to room temperature and stirred an additional 5 h. The solution was then cooled to 5-15 C. and water (672 kg) was added over 1-2 h. The resulting slurry was filtered and the cake washed sequentially with N,N-dimethylacetamide, twice with water, and then n-heptane. The solids were dried under vacuum at 40-60 C. to give tert-butyl {(2R,3S,5R)-2-(2,5-difluorophenyl)-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]tetrahydro-2H-pyran-3-yl}carbamate.

The synthetic route of 951127-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Merck Sharp & Dohme Corp; Merck Sharp & Dohme Ltd.; Arroyo, Itzia Z.; Krueger, Davida; Chen, Ping; Moment, Aaron J.; Biftu, Tesfaye; Sheen, Faye; Zhang, Yanfeng; US9181262; (2015); B2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

Step O: tert-Butyl [(2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl]carbamate To 46.8 kg (142 mol) of tert-butyl [(2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl]carbamate in a stirred vessel was added acetonitrile (150 kg), acetic acid (50 kg), and water (25 kg). After dissolving at room temperature, the solution was cooled to 0 C. and RuCl3.3H2O (250 g, 956 mmol) in water (50 kg) was added under nitrogen. Then, NaBrO3 (11.7 kg, 77.5 mol) was added in six portions every 1.5 h under nitrogen. After stirring at 0 C. for 6 h, 2-propanol (31 kg) was added over 30 min. at 0 C. Then, water (720 kg) was added at this temperature over 5 h. The resulting slurry was stirred overnight, filtered, and cake washed with water. The solids were then dried under vacuum at 40-60 C. to give tert-butyl [(2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl]carbamate., 1172623-99-2

1172623-99-2 tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate 86713019, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Merck Sharp & Dohme Corp; Merck Sharp & Dohme Ltd.; Arroyo, Itzia Z.; Krueger, Davida; Chen, Ping; Moment, Aaron J.; Biftu, Tesfaye; Sheen, Faye; Zhang, Yanfeng; US9181262; (2015); B2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

951127-25-6, tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

951127-25-6, Trifluoroacetic acid (2.6 mL, 35 ¡¤ 0 mmol) was cooled to 0 C., Compound 3 (598 mg, 1.83 mmol), Compound 1 (500 mg, 1.74 mmol) were added, and the reaction was 0 C. to 2 C. 1h. To the above reaction solution, N,N-dimethylacetamide (7.1 mL, 76.3 mmol), triethylamine (2.4 mL, 17.3 mmol) was slowly added, and the internal temperature was controlled not to exceed 15C. ; The reaction solution was cooled to 0 C, sodium triacetoxyborohydride (516 ¡¤ 3mg, 2.43mmol) was added, and the reaction was carried out at 0 ~ 2 C for 5h; finally, the pH was adjusted to 9 with ammonia water, filtered, and the filtrate was filled with water ( (60 mL), extracted three times with ethyl acetate (30 mL of cesium 3), and the organic phases were combined and dried over anhydrous sodium sulfate. The solvent was evaporated to dryness under reduced pressure, and the residue was separated and purified by silica gel column (dichloromethane: methanol (volume ratio)). = 20:1), product 5 (white solid, 436 mg, 1.1 mmol, yield: 63%).

The synthetic route of 951127-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Shen Jingkang; Chen Yuelei; Li You; Xiong Bing; (8 pag.)CN107652291; (2018); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

83-87-4, (3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of per-O-acetylated donor (1 equiv) in anhydrous dichloromethane were successively added the acceptor (MBT or MBI, 3 equiv) and BF3.OEt2 (9 equiv). The mixture was stirred at room temperature for 24 h. Then, the remaining acceptor was filtered off. The resulting filtrate was washed successively with a saturated solution of aqueous NaHCO3 and water. The aqueous layers thus obtained were extracted with dichloromethane, and the combined organic layers finally dried over MgSO4 and concentrated under reduced pressure. Flash chromatography on silica gel afforded the desired glycosyl thioimidate., 83-87-4

The synthetic route of 83-87-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Pro, Daniele; Arkoun, Mustapha; Huguet, Samuel; Daniellou, Richard; Nugier-Chauvin, Caroline; Morvan, Jean; Wolbert, Dominique; Ourry, Alain; Yvin, Jean-Claude; Ferrieres, Vincent; Tetrahedron; vol. 68; 35; (2012); p. 7095 – 7102;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

951127-25-6, tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At room temperature, A solution of 1a (0.215 g, 0.62 mmol) was dissolved N,N-dimethylacetamide (4 mL) was added intermediate 1 (0.225 g, 0.69 mmol), and the mixture was stirred at room temperature for 1 hour. Cooling to 0C ,Sodium tris(acetoxy)borohydride (0.171 g, 0.806 mmol) was added to the reaction solution, Add natural to room temperature reaction for 16 hours.The reaction solution was cooled to 0 C, water (20 mL) was added in that order, and the pH was adjusted to 8 with aqueous ammonia (2 mL). The organic phase was extracted with dichloromethane (50 mL x 3), washed with saturated brine solution (50 mL x 1) Dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated and purified by column chromatography (dichloromethane / methanol (v / v) = 30: 1) to give yellow solid 1b (0.179 g, 56.1% yield)., 951127-25-6

As the paragraph descriping shows that 951127-25-6 is playing an increasingly important role.

Reference£º
Patent; Sichuan Haisco Pharmaceutical Co.,Ltd.; FAN, JIANG; ZHANG, CHEN; PENG, FEI; WU, YE; FENG, JIANCHUAN; WANG, JIANMIN; ZHENG, SUXIN; WEI, YONGGANG; YE, FEI; (350 pag.)TW2017/8220; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

951127-25-6, tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

67b (1.16 g, 2.11 mmol) and Intermediate 1 (830 mg, 2.53 mmol) were dissolved in N, N-dimethylacetamide (10 mL)The mixture was stirred at room temperature for 1 hour, Sodium tris(acetoxy)borohydride (2.71 g, 12.77 mmol) was added and stirred at room temperature for 2 hours. The reaction solution was added to saturated sodium bicarbonate solution (100 mL) and stirred for 0.5 hour. The filter cake was washed with water (20 mL x 3), dried and chromatographed on silica gel column chromatography (dichloromethane / methanol (v / V = 50: 1),To give a yellow solid tert-butyl ((2R,3S,5R)-2-(2,5-difluorophenyl)-5-(2-(1,5-dimethyl-1H-pyrazol-3-yl)-1-ethylpyrrolo[3,4-d]imidazol-5(1H,4H,6H)-yl)tetrahydro-2H-pyran-3-yl)carbamate(67c) (800 mg, yield 70%).

951127-25-6, 951127-25-6 tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate 44193925, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Sichuan Haisco Pharmaceutical Co.,Ltd.; FAN, JIANG; ZHANG, CHEN; PENG, FEI; WU, YE; FENG, JIANCHUAN; WANG, JIANMIN; ZHENG, SUXIN; WEI, YONGGANG; YE, FEI; (350 pag.)TW2017/8220; (2017); A;,
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.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

The sulfonamide (compound 3, 158.9 g), DMAP (123.7 g), EDCI (126.5 g) and dichloromethane (3678 mL) were combined at 25C (reactor I). In a second reactor (reactor II), the benzoic acid derivative (compound 2, 340.0 g), Et3N (140 mL) and dichloromethane (2936 mL) were combined and stirred for 15 minutes. The resulting acid solution (reactor II) was slowly added to the suspension of the sulfonamide (reactor I) within 120 minutes and reaction mixture agitated until reaction completion. After 22 hours the reaction mixture was washed with 10% acetic acid solution twice (2×2056 mL). The lower organic layer was diluted with more dichloromethane (882 mL) and methanol (146 mL), before separation of the organic layer. After phase separation the organic layer was washed with 5% aq. NaHCO3 (2059 mL) and then with 5% NaCl solution (2059 mL) at room temperature. The lower organic layer was separated and the concentrated to dryness, resulting a yellow solid. Dichloromethane (2014 mL) and methanol (206 mL) were added, the suspension was heated to 38C under stirring. Ethyl acetate (1840 mL) was added slowly within 40 minutes to the yellow solution. Heating was turned off and the suspension was cooled to 0-5 C and stirred at 5C overnight. The filtrated product was washed with Ethyl acetate (735 ml) and dried under vacuum (100 mbar) at 50C overnight to yield Venetoclax as yellow solid (273.6 g; 62.5 %, HPLC purity 95.36 A%)., 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; ASSIA CHEMICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; POTARINE JUHASZ, Zsuzsa; STRUBA, Szabolcs; NEMETHNE RACZ, Csilla; TOTH, Zoltan Gabor; SZILAGYI, Andrea; KERTI-FERENCZI, Renata; MOLNAR, Sandor Janos; PASZTOR-DEBRECZENI, Nora; HAJKO, Janos; (100 pag.)WO2017/156398; (2017); 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.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

Compound 13 (0.10 g, 0.18 mmol), Compound 3 (0.055 g, 0.18 mmol),1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC, 0.052 g, 0.27 mmol) and 4-dimethylaminopyridine (DMAP, 0.044 mg, 0.36 mmol) were added to It was stirred at room temperature for 10 h in dichloromethane (20 ml). The reaction was quenched with water (10 mL). Dry over anhydrous sodium sulfate, remove the solvent, The concentrate was subjected to column separation (eluent: ethyl acetate/methanol (v/v) = 30:1), Obtained 80 mg of a yellow solid, The yield was 53%.

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; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Liu Zhiqiang; (35 pag.)CN108658983; (2018); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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;,
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.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;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics