Day: November 9, 2020

110238-91-0, Methyl tetrahydro-2H-pyran-4-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 250 mL of LiAlH4 (2.3 M solution in THF, 0.58 mol) in THF (200 mL) is added dropwise a solution of 130 mL (0.974 mol) of tetrahydro-pyran-4-carboxylic acid methyl ester in THF (900 mL) under nitrogen atmosphere. The temperature is kept at 40-45 C. with an ice-bath. Upon complete addition, the reaction is stirred at RT for 1.5 h. The reaction is cooled in an ice-bath and quenched with addition of water (22 mL), 15% aq. NaOH solution (21 mL) and water (66 mL). The resulting precipitate is removed by filtration through Celite and is rinsed with THF (300 mL). The filtrate is concentrated under reduced pressure to afford 102.5 g of (tetrahydro-pyran-4-yl)-methanol. Yield: 91%, 110238-91-0

The synthetic route of 110238-91-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Boehringer Ingelheim International GmbH; Riether, Doris; Binder, Florian Paul Christian; Doods, Henri; Mueller, Stephan Georg; Nicholson, Janet Rachel; Sauer, Achim; US8865744; (2014); B1;,
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.344329-76-6,Tetrahydro-2H-pyran-4-carboxamide,as a common compound, the synthetic route is as follows.

d) Tetrahydropyran-4-carbonitrile can be prepared as follows: Slowly add 10 cm3 of thionyl chloride to 3 g of tetrahydropyran-4-carboxamide cooled on an ice bath. Heat the mixture at 80¡ã C. for two hours, then concentrate under vacuum. Take up the residue in 20 cm3 of water and adjust the pH of the solution to pH 7 with potassium hydroxide. Extract the aqueous phase with ethyl acetate (4*50 cm3). The combined organic phases are washed with water (2*50 cm3), dried over magnesium sulphate, and then concentrated under vacuum to obtain 2.47 g of tetrahydropyran-4-carbonitrile., 344329-76-6

344329-76-6 Tetrahydro-2H-pyran-4-carboxamide 13197203, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; sanofi-aventis; US2009/253679; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1240390-36-6, tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1. Into a 25 mL round flask containing a solution of tert-butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate (100 mg, 0.5 mmol) in dichloromethane (5 mL) were added triethyl amine (0.15 mL, 0.9 mmol) and benzyl chloroformate (0.1 mL, 0.7 mmol) and the reaction mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with dichoromethane and washed with saturated sodium bicarbonate, water, and brine solution sucessively. The organic fraction was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude produt was purified by flash chromatography eluting with ethyl acetate in petroleum ether (20-25%) to get benzyl tert-butyl ((3R,4R)- tetrahydro-2H-pyran-3,4-diyl)dicarbamate as a liquid. NMR (CDCl3, 400 MHz): delta 7.37-7.35 (m, 5H), 5.45 (brs, 1H), 5.12 (s, 2H), 3.94-3.81 (m, 4H), 3.59-3.53 (m, 1H), 2.01-1.96 (m, 2H), 1.45 (s, 9H). MS calc’d [M-Boc+H]+ 251.2, found 251.2., 1240390-36-6

As the paragraph descriping shows that 1240390-36-6 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; LIM, Jongwon; ALTMAN, Michael, D.; CHILDERS, Matthew, L.; GIBEAU, Craig, R.; HO, Ginny Dai; TSUI, Honchung; (80 pag.)WO2016/144844; (2016); 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.5631-96-9,2-(2-Chloroethoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

5631-96-9, N-tert-Butyloxycarbonyl-N-[(tetrahydropyranyl)oxy] ethyl-O-benzylhydroxylamine (30) To a stirred solution of N-tert-butyloxycarbonyl-O-benzylhydroxylamine 28 (5.79 g, 25.96 mmol) in dry DMF (50 ml) was added NaH (60%, 1.2 g, 30 mmol) slowly during 15 min period under argon atmosphere at 0 C. The reaction was allowed to stir at 0 C. for 30 min and at room temperature for 1 h. 1-Chloro-2-(tetrahydropyranyl)oxy-ethane 29 (4.95 g, 30 mmol) was added and the reaction mixture was heated at 80 C. for 12 h. The reaction was cooled and evaporated to dryness. The residue was suspended in water (50 ml), pH of the solution adjusted to 7 and extracted in EtOAc (150 ml). The EtOAc extract was washed with water and brine, dried and evaporated to dryness. The residue was purified by flash chromatography over silica gel using hexane?CH2 Cl2 as the eluent. The required fractions were collected and evaporated to give 6.0 g (66%) of an oily product. 1 H-NMR (CDCl3): delta1.48 (s, 9H, Boc), 1.49-1.84 (m, 6H, 3.CH2), 3.48-3.70 (m, 4H, 2.CH2), 3.86 (m, 2H, CH2), 4.60 (t, 1H, CH), 4.84 (s, 2H, CH2 Ph) and 7.32-7.42 (m, 5H, Ph).

The synthetic route of 5631-96-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ICN Pharmaceuticals, Inc.; US5969135; (1999); 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.83-87-4,(3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate,as a common compound, the synthetic route is as follows.

83-87-4, 1,2,3,4,6-tetraacetylglucose (5.5 g, 7.1 mmoles) and hydrazine acetate (0.8 g, 1.2 eq) were dissolved in 20 mL of DMF. After 1 hour, DMF was removed under reduced pressure, the crude product was dissolved in 50 mL of ethyl acetate and washed twice with 20 mL of water. The organic layer was dried over sodium sulfate. 2 g of product was obtained after chromatography (cyclohexane/AcOEt 6/4) (yield: 65%). The characterization data were consistent with the chemical structure.

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

Reference£º
Patent; Grinstaff, Mark W.; Barthelemy, Philippe; Prata, Carla; Moreau, Louis; US2006/241071; (2006); 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.53911-68-5,4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.,53911-68-5

Prepared by dissolving an equimolar mixture of 3-(4-chlorophenyl)glutaric anhydride and commercial 5-chloro-2-hydroxyaniline in boiling dichloromethane. Upon cooling to rt product precipitates and yields after isolation 87% of N-(2-hydroxy-5-chlorophenyl)-3-(4-chlorophenyl)glutaramic acid as colourless crystals

53911-68-5 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione 104639, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; UNIVERSITAET DES SAARLANDES; US2012/46307; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

40191-32-0, Tetrahydro-2H-pyran-4-carbonyl chloride is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,40191-32-0

Into a 8-mL vial, were placed methyl (R)-3-(trifluoromethyl)-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine-8-carboxylate (25 mg, 0.09 mmol, 1 equiv), CH2Cl2 (1.5 mL), Et3N (28 mg, 0.28 mmol, 3 equiv) and tetrahydro-2H-pyran-4-carbonyl chloride (16 mg, 0.11 mmol, 1.2 equiv). The resulting solution was stirred for 16 h at room temperature. The crude product was purified by Prep-TLC (EtOAc/pet. ether, 1:1) to afford the title compound as yellow oil (35 mg, 99% yield). MS: (ES, m/z): 388 [M+H]+.

40191-32-0 Tetrahydro-2H-pyran-4-carbonyl chloride 2795505, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Forma Therapeutics, Inc.; Zheng, Xiaozhang; Ng, Pui Yee; Han, Bingsong; Thomason, Jennifer R.; Zablocki, Mary-Margaret; Liu, Cuixian; Davis, Heather; Rudnitskaya, Aleksandra; Lancia, JR., David; Bair, Kenneth W.; Millan, David S.; Martin, Matthew W.; (190 pag.)US2016/222028; (2016); 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.

55c (1.09 g, 1.78 mmol) was dissolved in N, N-dimethylacetamide (15 mL)Intermediate 1 (0.64 g, 1.95 mmol) was added to the reaction system at room temperature for 30 minutes. The reaction system was cooled to 0 C and sodium borohydrogen triacetate (0.65 g, 3.47 mmol) was added. The reaction was continued for 30 minutes and 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, aqueous ammonia (5 mL) was added to adjust the pH to 9, and the solid was washed with water (50 mL x 3). The solid compound was dissolved in dichloromethane and treated with dichloromethane ¡Á 3), the organic phase was combined, washed with saturated brine solution (50 mL x 1), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated and purified by column chromatography (dichloromethane / methanol (v / v) = 20 : 1) to give a yellow solid 55d (0.68 g, 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.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, Compound 3(200 mg, 0.611 mmol) and HSCH2CH2SH (0.11 mL, 1.53 mmol) were dissolved in DCM (10 mL) and treated with BF3 etherate (0.077 mL, 0.611 mmol) at RT. The resulting solution was stirred at RT for 1 h, and quenched with sat. aq. NaHCO3 solution. The organic phase was separated andextracted with DCM for several times. Combined organic phases were dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by flash column chromatography (SiO2, 60 – 90 oC PE:EtOAc =10:1) to yield the product 8 (white solid, 212 mg, 0.525 mmol, 86%). M.p. 156.6 – 159.0 (dichloromethane); Rf 0.2 (10 : 1, petroleum ether : EtOAc); [alpha]D -7.88 (c 0.165, CHCl3) ; HPLC tR 3.6min; 1H NMR (600 MHz, CDCl3) delta 7.28 (s, 1H, ArH), 6.95 (s, 2H, ArH), 4.45 (d, J = 9.0 Hz, 1H, NHBoc),4.42 (d, J = 9.9 Hz, 1H, H-1), 4.00 (dd, J = 12.0 Hz, 1.8 Hz, 1H, H-5), 3.86 (d, J = 9.0 Hz, 1H, H-2), 3.74(d, J = 11.6 Hz, 1H, H-5?), 3.34 (ddd, J = 22.8, 12.0, 5.8 Hz, 4H, Dithiolane-CH2), 2.63 (d, J = 12.9 Hz, 1H,H-3), 2.19 – 2.01 (m, 1H, H-3?), 1.27 (s, 9H, C(CH3)3); 13C NMR (151 MHz, CDCl3) delta 159.10 (d, J C-F =243.0 Hz, ArC), 156.29 (d, J C-F = 240.6 Hz, ArC), 154.55 (C=O), 128.00 (dd, J C-C-F = 15.5, 7.9 Hz, ArC),116.40 – 116.13 (m, ArC), 116.13 – 115.81 (m, ArC), 115.34 – 115.07 (m, ArC), 79.75 (C(CH3)3), 77.84(C-5), 76.01 (C-1), 64.88 (C-4), 52.80 (C-2), 46.52 (C-3), 38.96 (Dithiolane-CH2), 38.78(Dithiolane-CH2), 28.24 (C(CH3)3); HRMS (ESI+) calcd. For C18H23F2NNaO3S2+426.0980, found426.0968.

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

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

15a (342 mg, 0.656 mmol) and Intermediate 1 (236 mg, 0.722 mmol) were dissolved in N, N-dimethylacetamide (5 mL) and stirred at room temperature for 0.5 hour, A solution of sodium tris (acetoxy) borohydride (375.3 mg, 1.771 mmoL) was added to the ice bath,Stir at room temperature for 2 hours. To the reaction solution was added concentrated aqueous ammonia (10 mL) and saturated sodium chloride solution (30 mL)And the mixture was stirred for 0.5 hour. The filtrate was extracted with dichloromethane (30 mL x 3). The filter cake was dissolved with the combined organic phase, dried over anhydrous sodium sulfate, filtered and dried by rotary separation. The residue was purified by silica gel column chromatography (Dichloromethane / methanol (v / v) = 30: 1 to 20: 1, a small amount of aqueous ammonia was added) to give a yellow solid as a yellow solid 15b (200 mg, yield 59%).

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