Heterocyclic Building Blocks-Tetrahydropyrans

1152567-60-6, 4-(4-Bromophenyl)tetrahydro-2H-pyran-4-carboxylic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method 52 Synthesis of 2-[4-(4-bromophenyl)tetrahydropyran-4-yl]-1H-benzimidazole (Intermediate 77) A mixture of I-51.2 (50 mg, 0.175 mmol), phenylenediamine (23 mg, 0.210 mmol), and triphenylphosphite (60 muL, 0.228 mmol) in pyridine (1 mL) is sealed in a vessel and heated at 150 C. for 18 h. After cooling to room temperature the reaction is diluted with DCM and washed with saturated aqueous NaHCO3. The organics are dried over anhydrous Na2SO4 and concentrated in vacuo. Purification is by flash chromatography (SiO2, DCM to 3% MeOH in DCM) to give the title intermediate I-79 (46 mg) m/z 357.0, 358.8 [M+H]., 1152567-60-6

As the paragraph descriping shows that 1152567-60-6 is playing an increasingly important role.

Reference£º
Patent; BARTOLOZZI, Alessandra; CHEN, Zhidong; DINES, Jonathon Alan; LO, Ho Yin; LOKE, Pui Leng; OLAGUE, Alan; RIETHER, Doris; TYE, Heather; WU, Lifen; ZINDELL, Renee M.; US2013/196967; (2013); A1;,
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185815-59-2, 4-Isobutyldihydro-2H-pyran-2,6(3H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 2 (i?)-3-(2-(Cinnamyloxy)-2-oxoethyl)-5-methylhexanoic acid, (III) Procedure AQuinine (28.7g, 88 mmol) was suspended in toluene (380 mL). Cinnamyl alcohol (15.5 g, 115 mmol) was added and the reaction mixture was cooled to -35 0C. The solution of 3- isobutylglutaric anhydride (15.0 g, 88 mmol) in toluene (10 mL) was added during 15 min and the reaction mixture was stirred at -35 C for 24 hours. Toluene solution was washed with 5% HCl (250 mL) and evaporated. Oily residue was dissolved in 2-PrOH (300 mL), warmed to 45 0C, and the solution of 1-adamantylamine (12.0 g, 79 mmol) in MTBE (100 mL) was added. The mixture was stirred at 25 0C for 6 hours, filtered, washed with 2-PrOH (100 mL) and dried under reduced pressure to yield 28.1 g of 1-adamantylamine salt of (/?)-3-(2-(cinnamyloxy)-2-oxoethyl)-5- methylhexanoic acid. The salt was suspended in toluene (15OmL) and stirred with 3% HCl (100 mL) until a clear solution was obtained. Aqueous acidic solution was separated and organic layer was washed once again with 3% HCl (3OmL). Evaporation of toluene afforded 18.1 g (69%) of monoester as viscous yellowish oil. HPLC analysis on Chiralpak AS column, hexane/EtOH/TFA=95/5/0.1 revealed 91.2 % ee. 1H NMR (CDCl3), delta/ppm: 0.87 (d, 6H, J=6.5 Hz), 1.21-1.27 (m, 2H), 1.56-1.70 (m, IH), 2.38-2.48 (m, 5H), 4.73 (dd, 2H, J/=6.5 Hz, J2=1.2 Hz), 6.27 (dt, IH J/=15.8 Hz, J2=6.5 Hz), 6.65 (d, IH, J=I 5.8 HZ), 7.22-7.40 (m, 2H).13C NMR (CDCl3), delta/ppm: 22.34, 25.07, 29.64, 38.30, 38.48, 43.26, 64.92, 122.95, 126.50, 127.96, 128.49, 134.18, 136.07, 172.26, 178.64., 185815-59-2

As the paragraph descriping shows that 185815-59-2 is playing an increasingly important role.

Reference£º
Patent; PLIVA ISTRAZIVANJE I RAZVOJ D.O.O.; MCLEISH, Nicholas, Alistair, Maxwell; WO2008/9897; (2008); A1;,
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14774-37-9, Tetrahydropyran-4-methanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

TsCl (7.22 g, 37.9 mmol) was added portionwise to a solution of alcohol (9) (4.0 g, 34.44 mmol), Et3N(7.0 g, 69 mmol) and DMAP (0.05 g, 0.35 mmol) in dry DCM (50 mE) at 00 C. The reaction mixture was allowed to warm to room temperature and thrther stirred for 1 h. The reaction mixture was diluted with water, extracted with EtOAc, dried over anhydrous Na2SO4 and concentrated under reduced pressure to give (tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate (10) as white solid. Yield (8.5 g, 91%); 1H NMR (400 MHz, DMSO-d5) delta 7.78 (d, J=8.0 Hz, 2H), 7.48 (d, J=8.0 Hz, 2H), 3.87 (d, J=6.4 Hz, 2H), 3.78 (dd, J=11.2, 4.2 Hz, 2H), 3.22 (dt, J=11.6, 1.6 Hz, 2H), 2.42 (s, 3H),1.88-1.79 (m, 1H), 1.46 (dd, J=12.8, 1.6 Hz, 2H), 1.18-1.07 (m, 2H).

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

Reference£º
Patent; Acucela Inc.; Kuksa, Vladimir A.; Orme, Mark W.; Hong, Feng; Kubota, Ryo; US2014/275043; (2014); A1;,
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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

To a mixture of NaH(1.97 g, 44.96 mmol) in THF(100 ml) was added dropwise dihydro-2H-pyran-4(3H)-one(3 g, 29.96 mmol) in an ice bath. After stirring for 20 mi dimethyl carbonate(3.8 ml, 44.96 mmol) was added. The reaction mixture was stilTed at ft for 3 h. To a mixture of diethyl ether / iN HC1 was poured reaction mixture with stirring. The organic layer was separated, dried over Na2SO4, concentrated under reduced pressure and the residue was purified by column chromatography to afford the desired product 1-1(1.5 g) as a yellow liquid.1H NMR (300 MHz, CDC13) 5 11.752 (s, 1H), 4.267 (m, 2H), 3.863 (m, 2H), 3.783 (m, 2H), 3.758 (s, 3H), 2.393 (m, 2H), 1.85 1 (m, 2H).

29943-42-8, The synthetic route of 29943-42-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ST PHARM CO., LTD.; KIM, Kyungjin; KIM, Uk-Il; YOON, Ji Hye; (32 pag.)WO2017/99424; (2017); A1;,
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53911-68-5, 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53911-68-5, General procedure: To the cold 0.1 M toluene solution of anhydride (10 mmol), alkaloid (1.1 equiv) and alcohol (1.5 equiv) were added. The reaction mixture was stirred until >90% conversion was reached (see Table 3) and the reaction was stopped by the addition of 5% HCl. The organic layer was washed once more with 5% HCl and evaporated. Oily residue was dissolved in 2% K2CO3 and washed successively with EtOAc. Aqueous solution was acidified with HCl to pH 2 and extracted with EtOAc. The organic extracts were dried over Na2SO4 and evaporated in vacuo.

As the paragraph descriping shows that 53911-68-5 is playing an increasingly important role.

Reference£º
Article; Iv?i?, Trpimir; Novak, Jurica; Do?li?, Nada; Hamer?ak, Zdenko; Tetrahedron; vol. 68; 39; (2012); p. 8311 – 8317;,
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Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.103260-44-2,Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate,as a common compound, the synthetic route is as follows.

The product of Preparative Example 11 (3.04) g, 17.7 mmol) was dissoloved in 90 mL of ethanol containing 3 g (53 mmol) of potassium hydroxide. This was stirred for 18 hours and then concentrated under vacuum. The residue was dissolved in 15 mL of water, adjusted to pH 2 with 12 N HCl, and extracted with three 50 mL portions of dichloromethane. The combined organic layers were dried over magnesium sulfate and concentrated under vacuum giving 2.04 g of the product as a white solid, mp = 60-63C.

103260-44-2, 103260-44-2 Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate 2773412, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; SCHERING CORPORATION; EP1019398; (2004); B1;,
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Tetrahydropyran – an overview | ScienceDirect Topics

2081-44-9, Tetrahydro-2H-pyran-4-ol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of tetrahydropyran-4-ol (2.0 g, 20 mmol) and diisopropylethylamine (3.00 g, 23.5 mmol) in DCM (20 mL) was cooled to 0 C and methanesulfonyl chloride (2.50 g, 21.5 mmol) was added dropwise and stirred at rt for 2 h. Themixture was concentrated to dryness to give the title compound (3.72 mg, 100% yield), which was used in the next step directly., 2081-44-9

The synthetic route of 2081-44-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; CAI, Min; ARORA, Nidhi; BACANI, Genesis M.; BARBAY, Joseph Kent; BEMBENEK, Scott D.; CHEN, Wei; DECKHUT, Charlotte Pooley; EDWARDS, James P.; GHOSH, Brahmananda; KREUTTER, Kevin D.; LI, Gang; TICHENOR, Mark S.; VENABLE, Jennifer D.; WEI, Jianmei; WIENER, John J. M.; WU, Yao; XIAO, Kun; ZHANG, Feihuang; ZHU, Yaoping; (524 pag.)WO2018/103060; (2018); A1;,
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Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10521-08-1,2H-Pyran-2,4,6(3H,5H)-trione,as a common compound, the synthetic route is as follows.,10521-08-1

To a 3 L flask with 53.6 g (0.41 mol) of 2,5-dimethoxydihydrofuran was added 1000 ml of 3N HCl solution.. The mixture was left to stand for 12 h at room temperature and then neutralized with ice-cold NaOH solution (equal moles) at 0 C. To this red solution, was added 41.3 g (0.62 mol) of methylamine hydrochloride in 300 ml H2O, the preformed methanol solution of the monomethylester (50 g (0.39 mol) of acetone dicarboxylic acid anhydride in 160 ml of methanol) and 50 g of sodium acetate in 200 ML of H2O. The mixture (PH 4.5) was stirred for 2 days and the acidity decreased to PH 4.9.. The red solution was extracted with hexane (450 ml*2) to remove nonpolar by-products.. The aqueous solution was basified first with NaOH (1N) to neutral PH, then with potassium carbonate.. sodium chloride (about 200 g) was added.. The saturated solution was extracted with CH2Cl2 (250 ml*8), then with a mixed solvent (t-butyl:1,2-dichloroethane, 37:63, 250 ml*8).. The CH2Cl2 extracted was dried over K2CO3 and solvent was removed to provide 19.6 g of a crude mixture which was separated by column chromatography (SiO2, 10% Et3N, 30-90% EtOAc in hexane and 10% methanol in EtOAc) to afford 7.5 g of 6(7)-methoxy-2-methoxycarbonyl-8-azabicyclo(3.2.1)octane-2-one as an oil and 7 g of 6(7)-hydroxy-2-methoxycarbonyl-8-azabicyclo-(3.2.1)octane-2-one as a crystalline solid.

The synthetic route of 10521-08-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Organix, Inc.; President and Fellows of Harvard College; US6353105; (2002); B1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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,110238-91-0

Ammonium hydroxide (1 L) was added to a solution of methyl tetrahydro-2//- pyran-4-carboxylate (20 tnL, 150 mmol) in methanol (500 mL), and the reaction was stirred overnight at ambient temperature. Additional ammonium hydroxide (500 mL) was added, and the reaction was stirred for four additional days. The methanol was removed under reduced pressure. Solid sodium chloride was added to the aqueous layer, which was extracted with chloroform (3 x 150 mL). The combined extracts were dried over sodium sulfate, filtered, and concentrated under reduced pressure to provide 1 1.4 g of tetrahydro- 2H-pyran-4-carboxamide as a white solid.

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

Reference£º
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2007/75468; (2007); A1;,
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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,110238-91-0

Production Example 2; Tetrahydro-2H-pyran-4-carboxamide; To methyl tetrahydro-2H-pyran-4-carboxylate (50 g, 347 mmol) was added concentrated ammonia water (50 mL), and the reaction mixture was stirred at room temperature for 43.5 hours. Thereafter, the reaction mixture was cooled in an ice water bath, and the precipitate was filtrated. Then, the precipitate was dried at 40¡ã C. under reduced pressure, to obtain 33.4 g of a title compound (yield: 74.6percent). 1H NMR (400 MHz, DMSO-d6) delta 1.45-1.62 (m, 4H), 2.28 (tt, J=11.1, 4.4 Hz, 1H) 3.26 (ddd, J=11.4, 11.4, 2.7 Hz, 2H), 3.82 (br d, J=11.4 Hz, 2H), 6.74 (br s, 1H), 7.21 (br s, 1H)

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

Reference£º
Patent; Negi, Shigeto; Shimizu, Toshikazu; Kuroda, Hiroshi; Shimomura, Naoyuki; Sasho, Manabu; Hoshino, Yorihisa; Kubota, Manabu; US2007/191613; (2007); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics