Category: 951127-25-6

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

Intermediate 1 (2.5 g, 7.64 mmol) was added to toluene (40 mL)Morpholine (1.30 g, 15.30 mmol) was added, heated to 138 C and refluxed with water separator,The reaction was carried out for 6 hours.The reaction solution was allowed to cool to room temperature, the solid was precipitated, the filter was removed,A white solid 33b (2.1 g, yield 70%) was obtained., 951127-25-6

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

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

At room temperature,2a (0.350 g, 1.14 mmol) was dissolved in N, N-dimethylacetamide (4 mL), intermediate 1 (0.338 g, 1.04 mmol) was added and stirred at 0 C for 1 hour. Sodium tris (acetoxy) borohydride (0.285 g, 1.34 mmol) was added to the reaction solution and allowed to warm to room temperature for 16 hours. The reaction solution was cooled to C, water was added in that order, and the pH was adjusted to 8 with ammonia to precipitate a white solid. The reaction solution was filtered and the filter cake was washed successively with water (5 mL x 3), petroleum ether (10 mL x 1). The filter cake was dried to give a white solid 2b (0.230 g, yield 48.4%)., 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; FENG, JIAN-CHUAN; PENG, FEI; CHEN, QING-PING; (89 pag.)TW2017/8224; (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

951127-25-6, General procedure: Compound 3 (101 mg, 0.31 mmol) and amines 10a-g (0.32 mmol) were dissolved in trifluoroacetic acid (0.45 mL, 6.1 mmol) at 0 C and stirred at 0 C for 1 h. To the resulting solution, DMAC (1.3 mL,14.0 mmol) and TEA (0.42 mL, 3.0 mmol) were added slowly and the internal temperature was maintained below 15 C. The mixture was then cooled to 0 C, treated with STAB (91 mg, 0.43 mmol),and stirred at 0-2 C for 5 h. Eventually the pH of the reaction was brought to 9 with conc. aq. NH3, and the resulting suspension was filtered. The filtrate was diluted with water (15 mL), extracted ethyl acetate for several times. Combined organic phases were dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by flash column chromatography (SiO2, DCM: MeOH = 20:1) to yield the products11-14. From compound 10a (30 mg, 0.32 mmol), according to general procedure A, compound 11 (lightyellow oil, 61 mg, 0.20 mmol, 65 %) was obtained. Rf 0.6 (20:1, dichloromethane : methanol); [alpha]D -1.02(c 0.275, CHCl3); HPLC tR 2.63 min; 1H NMR (500 MHz, CDCl3) delta 7.23 – 7.13 (m, 3H, ArH), 7.05 – 6.95(m, 2H, ArH), 6.76 – 6.71 (m, 1H, ArH), 6.70 – 6.68 (m, 1H, ArH), 6.68 – 6.65 (m, 1H, ArH), 4.33 (ddd,J = 11.2, 4.6, 2.1 Hz, 1H, H-5), 4.25 (d, J = 9.4 Hz, 1H, H-1), 3.74 (tt, J = 10.9, 4.3 Hz, 1H, H-4), 3.14 (t,J = 10.9 Hz, 1H, H-5?), 2.97 – 2.91 (m, 1H, H-2), 2.52 (dtd, J = 12.1, 4.0, 2.3 Hz, 1H, H-3), 1.67 (s, 2H,NH2), 1.36 (q, J = 11.6 Hz, 1H, H-3), peaks of NH was missing; 13C NMR (151 MHz, CDCl3) delta 160.12 -158.35 (m, ArC), 157.52 – 155.64 (m, ArC), 146.67 (ArC), 129.61 (2C, ArC), 128.60 (dd, J C-C-F = 16.1,7.4 Hz, ArC), 118.03 (ArC), 116.68 (dd, J C-C-F = 25.6, 8.5 Hz, ArC), 116.37 (dd, J C-C-F = 24.2, 8.7 Hz,ArC), 114.83 (dd, J = 24.6, 4.2 Hz, ArC), 113.16 (2C, ArC), 79.35 (C-1), 72.09 (C-5), 53.20 (C-2), 49.08(C-4), 40.73 (C-3); HRMS (ESI+) calcd. For C17H19F2N2O+ 305.1460, found 305.1455.

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

Reference£º
Article; Li, You; Liu, Tongchao; Li, Chungang; Xiong, Bing; Zhao, Dongmei; Cheng, Maosheng; Chen, Guohua; Shen, Jingkang; Chen, Yue-Lei; Synthetic Communications; vol. 47; 4; (2017); p. 357 – 363;,
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.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.

951127-25-6, A mixture of 1j (1165 mg, 2.236 mmol) and intermediate 1 (804.4 mg, 2.459 mmoL)Was dissolved in N, N-dimethylacetamide (10 mL)Stirred at room temperature for 0.5 hour,Under ice bath, tris (acetoxy) borohydride was added(1279 mg, 6.037 mmoL),After stirring at 0 C for 0.5 hour, the mixture was stirred at room temperature for 2 hours.Add intermediate 1 (400 mg, 1.223 mmoL)And tri (acetoxy) borohydride (400 mg, 1.887 mmoL)Room temperature reaction for 2 hours.The reaction solution was added to a saturated sodium bicarbonate solution (100 mL)Stirring for 0.5 hours,filter,The filter cake was washed with water (20 mL x 3) and dissolved in dichloromethane (100 mL)Dried over anhydrous sodium sulfate,filter,Spin dry,The residue was purified by silica gel column chromatography (dichloromethane / methanol (v / v) = 60: 1)The resulting crude product was dissolved in ether (50 mL)Was added n-hexane (100 mL)filter,A yellow solid was obtained 1 k (480 mg, yield 42%).

As the paragraph descriping shows that 951127-25-6 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;,
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.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.

Intermediate 1 (1005 mg, 3.07 mmol) was dissolved in N,N-dimethylacetamide (10 mL)Add 25b (820.50mg, 2.56mmol), add finished, at room temperature for 1 hour, ice bath to 0 C ,Sodium tris (acetoxy) borohydride (1080 mg, 5.12 mmol) was added and the mixture was stirred at 0 C for 2 hours at room temperature.(25 mL), ammonia (2.5 mL) was added to the reaction mixture, stirred for 20 minutes, filtered, the filter cake was washed with water (50 mL x 6), and the filter cake was separated by column chromatography (dichloromethane / methanol (V / v) = 50: 1) to give brown solid 25c (1.05 mg, yield 87%)., 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

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

60b (1.03 g, 1.83 mmol) was dissolved in dimethylacetamide (15 mL)Intermediate 1 (0.61 g, 1.83 mmol) was added at room temperature for 30 min.The reaction system was cooled to 0 C, sodium borohydride triacetate (0.98 g, 4.46 mmol) was added, reacted for 30 minutes, The reaction was continued at room temperature for 2 hours.The reaction solution was cooled to 0 C, water (40 mL) was added in that order, and the water was adjusted to 9 with aqueous ammonia (5 mL). The solid was precipitated and washed with water (50 mL x 3). The solid was dissolved in dichloromethane and treated with dichloromethane ), The organic phase was combined, washed with saturated brine solution (50 mL x 1), dried over anhydrous sodium sulfate, filtered, the filtrate was concentrated and the column chromatography was separated and purified (dichloromethane / methanol (v / v) = 20: 1 ),A yellow solid 60c (0.57 g, yield 58%) was obtained.

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

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.,951127-25-6

22c (0.270 g, 0.720 mmol) was dissolved in dimethylacetamide (5 mL) at room temperature,Intermediate 1 (0.170 g, 0.540 mmol) was added and stirred at room temperature for 1 hour.Sodium tris (acetoxy) borohydride (0.192 g, 0.910 mmol) was added to the reaction solution, and the reaction was stirred at room temperature for 16 hours.The reaction system was cooled to 0 C, water (10 mL) was added successively, and the pH was adjusted to 8 with aqueous ammonia (1 mL) to precipitate a white solid.The reaction solution was filtered and the cake was washed successively with water (5 mL x 3), petroleum ether (10 mL x 1).The filter cake was dried to give a pale white solid 22d (0.220 g, yield 79.7%).

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; CHEN, QINGPING; JIANG, WEI; ZHENG, SUXIN; YE, FEI; (128 pag.)TW2017/8221; (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

The [(2R, 3S) -5 – oxo -2 – (2, 5 – difluorophenyl) tetrahydro – 2H – pyran -3 – yl] tert-butyl carbamate (108 mg, 0 . 499mmol) and 2 – (dimethylamino sulfonyl) – 2, 6 – dihydro-pyrrolo [3, 4 – c] pyrazole (163 mg, 0 . 499mmol) dissolved in 5 ml methanol solution, then adding boric (18 mg, 0 . 15mmol), after the reaction overnight at room temperature, the solvent is removed under reduced pressure after silica gel column chromatography (dichloromethane: methanol=50:1) to obtain white solid 180 mg, this white solid is dissolved in 5 ml dichloromethane in, then add 1 ml trifluoroacetic acid, room temperature reaction 2h after, after the removing the solvent under reduced pressure, in and after the proper amount of ammonia water, silica gel column chromatography (dichloromethane: methanol=20:1) to obtain 114 mg of white solid, yield 78%., 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; Chengdu Rongke Bo Hai Technology Co., Ltd.; Li Xiuping; (19 pag.)CN106543188; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

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