Day: November 5, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.137052-08-5,1-(Tetrahydro-2H-pyran-4-yl)ethanone,as a common compound, the synthetic route is as follows.

To a solution of 1-tetrahydro-2H-pyran-4-ylethanone (166mg, 1.30 mmol) in MeOH (7.5 mL) hydrazine hydrate (55-60% in water, 0.90 mL, 17.61 mmol) was added. Thereaction mixture was heated to refluxforl6 h, cooled andconcentrated under reduced pressure to give crude 1-tetrahydropyran-4-ylethanone hydrazone (171 mg, 1.20 mmol, 93% yield) as a colourless oil. 1H NMR (400 MHz, CDCI3, ): 4.92 (5, 2H), 4.03-3.98 (m, 2H), 3.45-3.40 (m, 2H), 2.38-2.30 (m, 1H), 1.73 (5, 3H), 1.65-1.63 (m, 4H)., 137052-08-5

The synthetic route of 137052-08-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; REDX PHARMA PLC; GUISOT, Nicolas; (266 pag.)WO2017/103611; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

127956-11-0, Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the mixture of 2-ethylisothiourea (9.07 g, 49.00 mmol, HBr salt) in H20 (50.00 mL) under dark was added Na2c03 (5.19 g, 49.00 mmol). Then to the mixture was added methyl 4-oxotetrahydro-2H-pyran-3-carboxylate (7.75 g, 49.00 mmol). The mixture was stirred under dark at 25 c for 16 h TLC (petroleum ether/EtOAc=1:1, Rf=0.3) showed one new main spot. The mixture was filtered, the solid was washed with water (30 mL), petroleum ether/EtOAc=20: 1 (20 mL). Then the solid was dried under reduced pressure to afford the title compound (8.01 g, crude) as an off-white solid. ?H NIVIR (400 MHz, DMSO-d6) oe 10.69 (s, 1H), 5.87 (s, 1H), 3.83 (s, 1H), 3.63-3.49 (m, 3H), 3.00-2.89 (m, 2H), 2.40 (s, 1H), 1.24 (t, J= 7.2 Hz, 3H).

127956-11-0, As the paragraph descriping shows that 127956-11-0 is playing an increasingly important role.

Reference£º
Patent; KADMON CORPORATION, LLC; OLSZEWSKI, Kellen; POYUROVSKY, Masha; BARSOTTI, Anthony; KIM, Ji-In; LIU, Kevin; MORRIS, Koi; (143 pag.)WO2016/210331; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

220641-87-2, N-Methyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of -1- (4- (4-chloro-lH-pyrazol-l-yl) pyridin-3- yl) piperidine-4-carboxylic acid (0.50 g) , N-methyltetrahydro- 2H-pyran-4-amine (0.16 g) , HATU (0.81 g) , triethylamine (0.91 mL) and DMF (8.2 mL) was stirred at room temperature for 3 hr. To the mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) , and the obtained solid was crystallized from ethyl acetate/hexane to give the title compound (0.43 g). XH NMR (300 MHz, CDC13) 51.45-1.65 (2H, m) , 1.65-2.11 (6H, m) , 2.61 (1H, brs), 2.71-2.97 (5H, m) , 3.13 (2H, d, J = 11.7 Hz), 3.37-3.59 (2H, m), 3.94-4.16 (2H, m) , 4.66-4.84 (1H, m) , 7.59 (1H, s), 7.66 (1H, s) , 8.40 (lH, s) , 8.46 (1H, s) , 8.59 (1H, s).

220641-87-2, The synthetic route of 220641-87-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KOIKE, Tatsuki; IKEDA, Shuhei; WO2015/190613; (2015); 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.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.28244-94-2,4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-¦Â-D-glucopyranoside,as a common compound, the synthetic route is as follows.

General procedure: Oxidation condition a: thioglycoside substrate (0.40 mmol) and phenol (10 eq, 376 mg) were mixed to form a syrup state solution. H2O2 (2 eq, 82 muL, 30%) was added into the reaction solution, and the flask was heated to 60 C. The reaction solution was maintained at 60 C for 3 hours until all thioglycoside was transformed into glycosyl sulfoxide. The reaction solution was diluted with dichloromethane (20 ml), then was washed with dilute NaOH solution (5%, 10 ml) and water. The organic phase was dried with anhydrous Na2SO4. The corresponding glycosyl sulfoxide was separated by column chromatography. Oxidation condition b: thioglycoside substrate (0.40 mmol) and phenol (2 eq, 75 mg) were dissolved in AcOH (2 ml), H2O2 (2 eq, 82 muL, 30%) was added into the solution. The reaction was maintained at room temperature for 24 hours until all thioglycoside was transformed into glycosyl sulfoxide. The reaction solution was diluted with dichloromethane (20 ml), then was washed with dilute water and saturated NaHCO3 solution. The organic phase was dried with anhydrous Na2SO4. The corresponding glycosyl sulfoxide was separated by column chromatography., 28244-94-2

The synthetic route of 28244-94-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Qing; Wei, Xiong; Liao, Kaijun; Li, Hui; Meng, Xiangbao; Li, Zhongjun; Tetrahedron Letters; vol. 57; 21; (2016); p. 2277 – 2279;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

125552-89-8, 4-(Bromomethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 7a (0.2 mmol), an appropriate bromide or methanesulfonate (0.4 mmol), K2CO3 (0.6 mmol), DIEA (0.4 mmol) and KI (0.04 mmol) in 4 mL DMF was heated at 55 o C-80 o C for 2 days until the completion of the reaction. The mixture was treated with EtOAc (100 mL), washed with brine and then dried over with Na2SO4, filtered, and evaporated. The crude product was purified by chromatograph (CHCl3/MeOH) to give the corresponding products., 125552-89-8

The synthetic route of 125552-89-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Jiang, Xiaolong; Zhou, Ji; Ai, Jing; Song, Zilan; Peng, Xia; Xing, Li; Xi, Yong; Guo, Junfeng; Yao, Qizheng; Ding, Jian; Geng, Meiyu; Zhang, Ao; European Journal of Medicinal Chemistry; vol. 105; (2015); p. 39 – 56;,
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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Ingenol-5f20-acetonide-3-(3f5-dimethyl-l-(tetrahvdropyran-4-ylmethynpyrazole-4- carboxylate) (Compound 661) Compound 661 was prepared by heating a mixture of ingenol-5,20-acetonide-3-(3,5- dimethyl-lH-pyrazole-4-carboxylate) (15 mg), 4-iodomethyl-tetrahydro-2H-pyran (80 mg) and potassium carbonate (40 mg) in Nu,Nu-dimethylformamide (0.5 ml) at 120 C in microwave oven for 20 min. Addition of water and extraction with dichloromethane, followed by evaporation of solvent, gave a crude product which was purified by chromatography as described in Procedure c to give the title compound. Ingenol-5,20- acetonide-3-(3,5-dimethyl-lH-pyrazole-4-carboxylate) was prepared by Procedure c with 3,5-dimethyl-lH-pyrazole-4-carboxylic acid as starting material., 101691-94-5

The synthetic route of 101691-94-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LEO PHARMA A/S; GRUE-S?RENSEN, Gunnar; LIANG, Xifu; HOeGBERG, Thomas; MANSSON, Kristoffer; VEDS?, Per; VIFIAN, Thomas; WO2012/83953; (2012); 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.693287-79-5,tert-Butyl 2-(tetrahydro-2H-pyran-4-yl)hydrazinecarboxylate,as a common compound, the synthetic route is as follows.,693287-79-5

Step 2: NaBH3CN (1.26g, 20mmol) was added slowly to a solution of 1c obtained above in 50% acetic acid (7OmL). The mixture was stirred for 1.5h at r.t., neutralized with 1N NaOH and extracted with DCM. The extract was washed with sat. NaHCO3, dried and evaporated to give 1d (4.3g, ca. 100%) as a white solid. TFA (23g, 0.2mol) was added to a solution of 1d in DCM (30mL). The reaction mixture was stirred at r.t. for 2h and evaporated to dryness to provide 1e (6.8g) which was used for next step directly.

As the paragraph descriping shows that 693287-79-5 is playing an increasingly important role.

Reference£º
Patent; TYROGENEX, INC.; LIANG, Congxin; LI, Zhigang; WO2010/56320; (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.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

108-55-4, Dihydro-2H-pyran-2,6(3H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (2.01 g, 5.46 mmol) of curcumin, and (112 mg, 0.92 mmol) of DMAP in 100 mL THF was added (1.33 mL, 9.55 mmol) of Et3N. (0.685 g, 6 mmol)glutaric anhydride (95%) in 5 mL THF was added slowly dropwise to the curcumin solution. The mixture was stirred and refluxed under argon overnight. THF was removed under vacuum, 55 mL EtOAc was added, followed by the addition of 15 mL1M HC1, the mixture was stirred for 10 minutes. The organic phase was separated and extracted with EtOAc three times; the solvent was removed and dried. The product was purified via column chromatography, eluting with CH2C12: MeOH, 95: 5. Yield:69 %. 1HNMR (CDC13, 400 MHz): oe 7.65 (d, J= 16Hz, 2H), 7.20-6.95 (m, 5H), 6.96 (d, 1H), 6.48-6.57 (m, 2H), 5.85 (s, 2H), 3.98 (s, 3H), 3.90 (s, 3H), 2.75-2.7 1 (t, J= 8 Hz, 2H), 2.61-2.57 (t, J= 8 Hz, 2H), 2.15-2.12 (t, J= 8 Hz, 2H). 13C NMR (CDC13, 100 MHz): oe 184.56, 181.80, 178.26, 170.84, 151.28, 148.03, 146.84, 141.09, 139.40,134.12, 127.53, 124.25, 123.07, 121.73, 120.99, 114.89, 111.37, 109.69, 101.58,55.96, 32.82, 19.92. LC-MS: 483 [M+Hj (figure 1).

108-55-4, As the paragraph descriping shows that 108-55-4 is playing an increasingly important role.

Reference£º
Patent; DONG SUNG PHARM. CO., LTD.; JALDE, Shivakumar S; KIM, Yong Wan; SON, Kwang Hee; LEE, Hwan Suk; (53 pag.)WO2018/236193; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics