Day: September 22, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1172623-99-2,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

1H (11.53 g, 35.03 mmol) was dissolved in dichloromethane (130 mL) and cooled to 0 C.Dess-Martin periodinane (29.72 g, 70.06 mmol) was added portionwise to the reaction mixture and allowed to react to room temperature for 4 hours. Cool down to 0 C,Saturated sodium hydrogen carbonate solution (60 mL) was added dropwise to the reaction mixture, stirred for 20 minutes, and filtered.The filtrate was allowed to stand for stratification, and the aqueous phase was extracted with methyl tert-butyl ether (60 mL ¡Á 3).Wash with saturated sodium bicarbonate solution (30 mL ¡Á 2), dry over anhydrous sodium sulfate, and then concentrated by filtration and eluted by column chromatography ( petroleum ether / ethyl acetate (v/v) = 10:1-4:1 ),The white crystalline powder Intermediate 1 (10.85 g, yield 94.7%) was obtained., 1172623-99-2

The synthetic route of 1172623-99-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Fan Jiang; Feng Jianchuan; Peng Fei; Chen Qingping; (45 pag.)CN105085530; (2019); B;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

137052-08-5, 1-(Tetrahydro-2H-pyran-4-yl)ethanone is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 294.1. (E)-3-(Dimethylamino)-l-(tetrahydro-2H-pyran-4-yl)prop-2- en-l-one. To a sealed tube were added l-(tetrahydro-2H-pyran-4-yl)ethanone (3.00 g, 23.4 mmol) and DMF-DMA (6.2 mL, 46.8 mmol). The reaction mixture was heated at 100 C overnight. The resulting mixture was concentrated under reduced pressure to afford 4.00 g (crude) of the title compound as light yellow oil.

137052-08-5, As the paragraph descriping shows that 137052-08-5 is playing an increasingly important role.

Reference£º
Patent; 3-V BIOSCIENCES, INC.; HEUER, Timothy Sean; OSLOB, Johan D.; MCDOWELL, Robert S.; JOHNSON, Russell; YANG, Hanbiao; EVANCHIK, Marc; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W.; WO2015/95767; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

29943-42-8, Dihydro-2H-pyran-4(3H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 221,1-Dimethylethyl 2-(tetrah dro-2H-pyran-4-yl)hydrazinecarboxylateTetrahydro-4H-pyran-4-one (9.69 g, 97 mmol) was added to a solution of 1,1- dimethylethyl hydrazinecarboxylate (14.07 g, 106 mmol) in methanol (100 mL) and stirred at room temperature for 3 h. The solvent was removed in vacuo, and the crude residue was suspended in acetic acid (140 mL). Next added sodium cyanoborohydride (6.69 g, 106 mmol) in portions over 3 minutes. The contents were stirred at room temperature for 60 h. The solvent was removed in vacuo, and the crude residue was suspended in DCM (100 mL). The reaction mixture was adjusted to pH 7 with 6N NaOH. The layers were separated, and the aq. layer extracted with DCM. The combined organic layers were washed with saturated NaHC03, and brine. The organic layer was dried over MgS04, filtered, and concentrated in vacuo to afford the product as a solid, 18.4 g (88%). 1H NMR (400 MHz, DMSO-d6) delta ppm 1.22 (m, 2 H), 1.39 (s, 9 H), 1.43 – 1.48 (m, 1 H), 1.59 – 1.69 (m, 2 H), 2.82 – 2.98 (m, 1 H), 3.20 – 3.32 (m, 2 H), 3.80 (d, J=l 1.62 Hz, 2 H), 4.36 (br. s., 1 H), 8.07 – 8.34 (m, 1 H)., 29943-42-8

As the paragraph descriping shows that 29943-42-8 is playing an increasingly important role.

Reference£º
Patent; GLAX0SMITHKLINE LLC; BURGESS, Joelle, Lorraine; JOHNSON, Neil, W.; KNIGHT, Steven, David; LAFRANCE, Louis, Vincent, III; MILLER, William, H.; NEWLANDER, Kenneth, Allen; ROMERIL, Stuart, Paul; ROUSE, Meagan, B.; SUAREZ, Dominic; TIAN, Xinrong; VERMA, Sharad, Kumar; WO2013/39988; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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 crude 9-hydroxy-6-isobutyi- 1 0-methoxy-2-oxo-7H-pyrido [2,1 -a]phthalazine-3-carboxylic acid (60 mg) in DMF (3 mL) was added potassium carbonate (74.2mg, 537 jimol) and 4-(iodomethyl)tetrahydro-2H-pyran (91 mg, 402 iimol), The mixture washeated at 100 C with stirring for 3 hrs, and then cooled to rt, To the above mixture was addedwater (3 mL) and sodium hydroxide (10.7 mg, 268 imol). The resulting mixture was stirred at rtfor 2 hrs, and then acidified with 6 M hydrochloric acid. The mixture was partitioned betweenbrine and DCM, The organic layer was separated and concentrated under reduced pressure. Theresidue was purified by prep-HPLC to give 6-isobutyl- 1 0-rnethoxy-2-oxo-9-(tetrahydropyran-4-ylmethoxy)-7H-pyrido [2,1 -a]phthalazine-3 -carboxylic acid (5 mg), ?H NMR (400MHz, CDC13)oe ppm 8.60 (s, 1H), 7.20 (s, 1H), 7.04 (s, 1H), 6.72 (s, 1H), 4.36 – 4.16 (m, 2H), 4.08 – 4.01 (m,2H), 3.94 (s, 3H), 3.92 (d, 2H), 3.52 – 3.43 (m, 2H), 2.53 (d, 2H), 2.24 – 2.19 (m, 1H), 2.05 – 1.99(m, 1H), 1.69-1.60 (m, 2H), 1.54 – 1.42 (m, 2H), 0.96 (d, 6H). MS obsd. (ESIj [(M+H)]: 443., 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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; WANG, Yongguang; YANG, Song; (47 pag.)WO2017/17043; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

I: Toluene-4-sulfonic acid tetrahydropyran-4-ylmethyl ester intermediate p-Toluenesulfonyl chloride (29.8 g, 157 mmol) was added portionwise to a mixture of tetrahydro-2/-/-pyran-4-yl-methanol (20.0 g, 172 mmol) and pyridine (25.2 ml, 313 mmol) in dichloromethane (200 ml). The mixture was stirred at room temperature for 17 h, then quenched with aqueous hydrochloric acid (2 M; 100 ml). The layers were separated and the aqueous layer extracted with dichloromethane (2 x 100 ml). The organic layers were combined and concentrated in vacuo. Recrystallisation from dichloromethane: n-heptane (5:1 ) afforded toluene-4-sulfonic acid tetrahydro-pyran-4-ylmethyl ester. The mother liquors were further purified by silica gel column chromatography eluting with 50% dichloromethane in n-heptane to yield a further quantity of toluene-4-sulfonic acid tetrahydro-pyran-4-ylmethyl ester (total yield 41.6 g, 154 mmol)., 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; AKZO NOBEL N.V.; WO2007/23143; (2007); 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.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

Step 2: 2-Methoxy-1-(tetrahydro-2H-pyran-4-yl)ethanoneA dry 50 mL flask under nitrogen was charged with magnesium (197 mg, 8.11 mmol) and a crystal of iodine. The solids were stirred vigorously while being warmedwith the heat gun to aerosolize the iodine. Upon cooling to room temperature, it was treated with THF (4 mL). The mixture was warmed with a heat gun and treated with a solution of 4-bromotetrahydro-2H-pyran (0.678 mL, 6.08 mmol) in THF (4 mL) dropwise via a dry addition funnel. When addition was complete, the mixture was placed in a preheated oil bath, and the mixture held at reflux for 30 mm. After cooling to room temperature, the solution was transferred to a stirred solution of N,2-dimethoxy-N- methylacetamide (270 mg, 2.03 mmol) in THF (12 mL) at -78 C. After stirring for 5 mm, the ice bath was removed and the reaction allowed to warm to room temperature. The reaction was placed in a 0 C bath, quenched by addition of sat. aq. ammoniumchloride, concentrated, diluted with EtOAc, washed with water, then brine, dried over magnesium sulfate, filtered, and concentrated to give 260 mg (81%) as clear oil. Material was used without purification. ?H NMR (400 MHz, CDC13) oe 4.1 1(s, 2H), 4.05-4.0(m, 2H), 3.5-3.44(m, 2H), 3.45(s, 3H), 2.8(m, 1H), 1.64(m, 2H), 1.32(m, 2H).

25637-16-5, The synthetic route of 25637-16-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; DELUCCA, George V.; GAVAI, Ashvinikumar V.; QUESNELLE, Claude A.; GILL, Patrice; O’MALLEY, Daniel; VACCARO, Wayne; LEE, Francis Y.; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; FANG, Haiquan; HILL, Matthew D.; HUANG, Hong; SCHMITZ, William D.; STARRETT, JR, John E.; HAN, Wen-Ching; TOKARSKI, John S.; MANDAL, Sunil Kumar; WO2015/100282; (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.31608-22-7,2-(4-Bromobutoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

2-[4-(2,3-Difluorophenoxy)-butoxy]-tetrahydropyran (20) To a solution of 2-(4-bromobutoxy)-tetrahydropyran (18) (1 equi.) and commercially available 2,3-difluorophenol (19) (1 equi.) in DMF (3 mL/mmole), cesium carbonate (1.25 equi.) was added at room temperature. The reaction mixture was stirred at that temperature for 24 h, quenched with water, extracted with ethyl acetate:hexane (1:1), washed with brine, dried over MgSO4, and concentrated in vacuo. Purification by chromatography on silica gel (5% EtOAc/hexanes) and recrystallization from acetonitrile gave 2-[4-(2,3-difluorophenoxy)-butoxy]-tetrahydropyran(20), as a white solid (84%)., 31608-22-7

As the paragraph descriping shows that 31608-22-7 is playing an increasingly important role.

Reference£º
Patent; Wand, Michael; Gough, Neil; Chen, Xin Hua; US2003/17278; (2003); 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.29943-42-8,Dihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.

(u) 2-(m,p-dimethoxyphenyl)-ethyl, m.p. 188-191; The amine starting material for compound (e), 2-(tetrahydropyran-4-yl)-ethylamine, can be prepared from tetrahydropyran-4-one e.g. by Wittig condensation with diethyl cyanomethyl phosphonate followed by hydrogenation and reduction with lithium aluminum hydride., 29943-42-8

As the paragraph descriping shows that 29943-42-8 is playing an increasingly important role.

Reference£º
Patent; Ciba-Geigy Corporation; US4977144; (1990); 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.14774-37-9,Tetrahydropyran-4-methanol,as a common compound, the synthetic route is as follows.

Preparation 1; Methanesulfonic acid tetrahydropyran-4-ylmethyl ester; A solution of 90 g (774.8 mmol) of tetrahydropyran-4 -methanol and 129.6 mL (929.76 mmol, 1.2 eq.) of triethylamine in 775 mL of anhydrous DCM was cooled to 00C with in an ice bath. Methanesulfonyl chloride (66.2 mL, 852.28 mmol, 1.1 eq.) of was then added dropwise over 60 minutes while maintaining the temperature around O0C. The reaction mixture was stirred for 30 minutes at O0C and quenched with a saturated solution of sodium bicarbonate (800 mL) . The aqueous layer was extracted with DCM (800 mL) . The combined organic layers were washed with water (2 x 800 mL) , brine (800 mL) and dried over sodium sulfate. After filtration and concentration in vacuo, a yellowish solid (146.1 g, 97%) was obtained corresponding to the methanesulfonic acid tetrahydropyran-4-ylmethyl ester.IH NMR (400 MHz, DMSOd6): delta [ppm] 4.02 (d, 2H), 3.82 (m, 2H), 3.27 (t x d, 2H), 3.14 (s, 3H), 1.89 (m, IH), 1.55 (m, 2H), 1.21(q x d, 2H) .; Preparation 13; Methanesulfonic acid tetrahydropyran-4-ylmethyl ester; A solution of 90 g (774.8 mmol) of tetrahydropyran-4 -methanol and 129.6 mL (929.76 mmol, 1.2 eq.) of t?ethylamine m 775 mL of anhydrous DCM was cooled to 00C m an ice bath. Methanesulfonyl chloride (66.2 mL, 852.28 mmol, 1.1 eq.) was then added dropwise over 60 minutes while maintaining the temperature around 00C. The reaction mixture was stirred for 30 minutes at 00C and quenched with a saturated solution of sodium bicarbonate (800 mL) . The aqueous layer was extracted with DCM (800 mL) . The combined organic layers were washed with water (2 x 800 mL) , brine (800 mL) and dried over sodium sulfate. After filtration and concentration m vacuo, a yellowish solid (146.1 g, 97%) was obtained corresponding to the methanesulfonic acid tetrahydropyran-4-ylmethyl ester .IH NMR (400 MHz, DMSO-O6): delta [ppm] 4.02 (d, 2H), 3.82 (m, 2H), 3.27 (t x d, 2H), 3.14 (s, 3H), 1.89 (m, IH), 1.55 (m, 2H), 1.21 (q x d, 2H) ., 14774-37-9

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

Reference£º
Patent; VIROCHEM PHARMA INC.; WO2007/143847; (2007); 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

2c (5.5g, 34.97mmol) and ammonium acetate (8.1g, 104.9mmol) in methanol (100mL) were stirred at room temperature overnight. The mixture was concentrated in vacuo, and diluted with water (50mL) and extracted with DCM (50mL¡Á3). The separated organic layer was dried over Na2SO4 and concentrated in vacuo. The resulting crude methyl 4-amino-5,6-dihydro-2H-pyran-3-carboxylate 3c was then dissolved in acetonitrile (50mL), and 2,2,2-trichloroacetyl isocyanate (7.2g, 38.46mmol) was added. The resulting mixture was stirred for 30min, and the precipitated solids were collected and dissolved in a solution of ammonia in methanol (10mL, 7N). Then the resulting mixture was heated at 70C for 1h. The reaction was cooled down and the precipitated solids were collected and dried to afford the diol (4c) (3.8g, yield 65%, purity 97%) as a white solid. MS (ESI) m/z 169.2 [M+H]+., 127956-11-0

The synthetic route of 127956-11-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Xueyuan; Bai, Enhe; Zhou, Hui; Sha, Sijia; Miao, Hang; Qin, Yanru; Liu, Zhaogang; Wang, Jia; Zhang, Haoyang; Lei, Meng; Liu, Jia; Hai, Ou; Zhu, Yongqiang; Bioorganic and Medicinal Chemistry; vol. 27; 3; (2019); p. 533 – 544;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics