Category: 101691-94-5

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

Preparation 7: (?lambda)-3-Chloro-?-(tetrahydropyran-4-ylmethyl)-lambda^-[(llambda,2lambda)-2-hydroxy-l- methyl-2-phenylethyl]-lambda/-methyl-4-(cyclopropylthio)benzeneacetamide Preparation 6 (52.Og, 0.133mol, leq) and THF (0.5L) were cooled to -500C and a solution of lithium diisopropylamide (20OmL, 2M, 0.400mol, 3eq) added. The reaction was stirred at -400C and a solution of 4-iodomethyltetrahydropyran (WO2004/072031, 30.2g, 0.133mol, leq) in THF (0.15L) was added. The cooling bath was removed and the reaction stirred overnight. The THF was evaporated under reduced pressure and the crude product triturated with aqueous citric acid (IL, 0.2M) and then extracted with tBME (0.5L). The layers are separated and the organic fraction washed with H2O (2 x 10OmL) and brine (5OmL), dried (MgSOzi) and concentrated under vacuum. The product was purified by column chromatography (lkg SiO2, CH2Cl2/Et0Ac 1:1) to give the title compound, mlz (ES+) = 488, 490 [MfH]+., 101691-94-5

As the paragraph descriping shows that 101691-94-5 is playing an increasingly important role.

Reference£º
Patent; PROSIDION LTD; WO2007/51846; (2007); 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

All starting materials were evaporated with toluene several times and all glassware was dried in an oven overnight. To a -78 C. solution of LiHMDS (5.91 mL, 5.91 mmol) in THF (15 mL) was added dropwise a solution of Part A(iv) compound(1.0 g, 2.81 mmol) in THF (15 mL) over 15 min. The reaction was stirred at -78 C. for 15 min, then was warmed to 0 C. for 45 min and recooled to -78 C. Distilled DMPU (0.714 mL, 5.91 mmol) was added and the reaction was stirred at -78 C. for 15 min, after which Part A(v) iodide (0.954 g, 4.22 mmol) was added. The reaction was stirred at -78 C. for 1 h, then was slowly warmed to RT and stirred for 18 h. The reaction was quenched with sat. aqueous NH4Cl (10 mL) and diluted with EtOAc. The mixture was washed with H2O. The aqueous layer was extracted with EtOAc, and the combined organic extracts were washed with brine, dried [MgSO4] and concentrated in vacuo to give Part A(vi) compound (1.3 g, 100%) as a yellow oil., 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; Bristol-Myers Squibb Company; US2008/9465; (2008); 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.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

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 ethyl 6-ethyl-9-hydroxy-10-methoxy-2-oxo-6,7-dihydrobenzo[a]quinolizine-3-carboxylate (100 mg, 0.29 mmol) in DMF was added 4-(iodomethyl)tetrahydropyran (196.7 mg, 0.87 mmol) and K2CO3 (80 mg, 0.58 mmol). The mixture was stirred for 2 hours at 80 C., and then cooled to room temperature and filtered. The filtrate was concentrated in vacuo to give crude ethyl 6-ethyl-10-methoxy-2-oxo-9-(tetrahydropyran-4-ylmethoxy)-6,7-dihydrobenzo[a]quinolizine-3-carboxylate which was used for the next step without further purification., 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; HOFFMANN-LA ROCHE INC.; Han, Xingchun; Javanbakht, Hassan; Jiang, Min; Liang, Chungen; Wang, Jianping; Wang, Yongguang; Wang, Zhanguo; Weikert, Robert James; Yang, Song; Zhou, Chengang; US2015/210682; (2015); 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

Preparation 6: Triphenyl(tetrahydropyran4-ylmethyl)phosphonium iodide; A mixture of Preparation 5 (350g, 1.55M) and triphenylphosphine (406g, 1.55M) in acetonitrile (1.6L) was heated under reflux. After 27h the mixture was cooled and filtered, washed with diethyl ether and dried in air to provide a white solid (504g). Filtrate and washings were returned to reflux and concentrated to 750mL, reflux was maintained for 16h before cooling and dilution with diethyl ether (ca 1.2L). A precipitate formed which was stirred for 30min before being filtered, washed with diethyl ether (2 x 300mL) and dried in air to yield a further crop (lOOg). Overall yield of the title compound (604 g, 80%). RT = 2.7min;m/z(ES*) = 361.2.

101691-94-5, As the paragraph descriping shows that 101691-94-5 is playing an increasingly important role.

Reference£º
Patent; PROSIDION LIMITED; WO2006/16174; (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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Step 1: Preparation of ethyl 6-ethy 1-10-methoxy-2-oxo-9-(tetrahy dropy ran-4- ylmethoxy)-6,7-dihydrobenzo [a] quinolizine-3-carboxylate To a solution of ethyl 6-ethyl-9-hydroxy-10-methoxy-2-oxo-6,7- dihydrobenzo[a]quinolizine-3-carboxylate ( 100 mg, 0.29 mmol ) in DMF was added 4- (iodomethyi)tetrahydropyran ( 196.7 mg, 0.87 mmol ) and K >C() ; (80 mg, 0.58 mmol ). The mixture was stirred for 2 hours at 80 C, and then cooled to room temperature and filtered. The filtrate was concentrated in vacuo to give crude ethyl 6-ethyl- 10-methoxy-2-oxo-9- (tetrahydropyran-4-ylmethoxy)-6,7-dihydrobenzo[a]quinolizine-3-carboxylate which was used for the next step without further purification., 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.; HAN, Xingchun; JAVANBAKHT, Hassan; JIANG, Min; LIANG, Chungen; WANG, Jianping; WANG, Yongguang; WANG, Zhanguo; WEIKERT, Robert James; YANG, Song; ZHOU, Chengang; WO2015/113990; (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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

All starting materials were evaporated with toluene several times and all glassware was dried in oven overnight. A solution of LiHMDS (5.91 ml, 5.91 mmol) in THF (15 ml) was cooled to -78 C. The acetamide Part A(iv) compound(1.0 g, 2.81 mmol) was dissolved in THF (15 ml) and was added dropwise to the LiHMDS solution over 15 min. The reaction was stirred at -78 C. for 15 min and was then warmed to 0 C. for 45 min. The reaction was recooled to -78 C., and distilled DMPU (0.714 ml, 5.91 mmol) was added; the reaction was stirred at -78 C. for about 15 min, then the iodide Part A(v) compound (0.954 g, 4.22 mmol) was added. The reaction was stirred at -78 C. for 1 h and was then slowly warmed to RT and was stirred for 18 h. The reaction was quenched with saturated aqueous NH4Cl (10 mL) and was diluted with EtOAc. The reaction was washed with H2O. The aqueous layer was extracted with EtOAc, and the combined organic layers were washed with Brine, dried [MgSO4], filtered, and concentrated in vacuo to give the Part A(vi) compound (1.3 g, quantitative yield) as a yellow oil., 101691-94-5

As the paragraph descriping shows that 101691-94-5 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; US2008/21052; (2008); 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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Step 2: Methyl 2-(dimethylamino)-6-((tetrahydro-2H-pyran-4-yl)methoxy)isonicotinate To a stirring suspension of methyl 6-(dimethylamino)-2-oxo-l,2-dihydropyridine-4-carboxylate (54 mg, 261 muiotaetaomicron) in acetonitrile (2.5 mL) were added potassium carbonate (108 mg, 784 muiotaetaomicron) and 4-(iodomethyl)tetrahydro-2H-pyran (183 mg, 784 muiotaetaomicron). The reaction mixture was stirred for 16 h at 80C and then directly evaporated. Chromatography of the residue (silica gel; heptane-ethyl acetate gradient) produced the title compound (54 mg, 70%). Light yellow oil, MS: 295.2 (M+H)+.

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.; DI GIORGIO, Patrick; HERT, Jerome; HUNZIKER, Daniel; KUEHNE, Holger; MATTEI, Patrizio; RUDOLPH, Markus; WO2015/144605; (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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

4-Nitropyrazole (300 mg, 2.65 mmol) and 4-(iodomethyl)tetrahydro-2H-pyran (600 mg, 2.65 mmol) were dissolved in 10 mL of DMF with 1,7 g (5.3 mmol) of Cs2CO3, then the mixture so obtained was stirred at 80C 5 h. The mixture was cooled to room temperature, then it was extracted with DCM. The organic phase was dried over Na2SO4, filtered and evaporated to give a crude which was purified by silica flash chromatography with 30% to 80% ethyl acetate in cyclohexane to obtain 4-nitro-1-(oxan-4-ylmethyl)-1H-pyrazole (488.4 mg, 87% yield) as a colorless oil. MS found for C9H13N3O3 as (M+H)+ 212.1.

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; PHARMACYCLICS LLC.; ATALLAH, Gordana, Babic; CHEN, Wei; JIA, Zhaozhong, J.; POZZAN, Alfonso; RAVEGLIA, Lucal, Francesco; ZANALETTI, Riccardo; (815 pag.)WO2016/196776; (2016); A2;,
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 Example 244A (1.0 g, 3.1mmol) in 4:1 N5N- dimethylformamide/tetrahydrofuran (20 mL) were added potassium tert-butoxide (Aldrich, 0.42 g, 3.7 mmol) and 4-(iodomethyl)tetrahydro-2H-pyran (Maybridge, 0.97 g, 4.3 mmol). The reaction mixture was stirred at 80 0C for 16 hours, cooled to room temperature, quenched with saturated aqueous NaHCO3 (20 mL) and extracted with ethyl acetate (3 x 20 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography using an Analogix Intelliflash280 (SiO2, 0-100 % ethyl acetate in hexanes) to afford the title compound. 1H NMR (300 MHz, dimethylsulfoxide-dg) delta ppm 1.21 – 1.51 (m, 4 H), 1.32 (s, 9 H), 2.06 – 2.35 (m, 1 H), 3.20 – 3.30 (m, 2 H), 3.79 (s, 3 H), 3.80 – 3.91 (m, J=9.3, 2.2, 2.0 Hz, 2 H), 4.06 (d, J=7.1 Hz, 2 H), 7.11 (d, J=8.8 Hz, 1 H), 7.30 (s, 1 H), 7.45 (dd, J=8.8, 3.1 Hz, 1 H), 7.64 (d, J=2.7 Hz, 1 H); MS (ESI+) m/z 423 (M+H)+; Anal. Calculated for C21H27ClN2O3S: C, 59.63; H, 6.43; N, 6.62. Found: C, 59.66; H, 6.36; N, 6.56, 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; ABBOTT LABORATORIES; WO2009/67613; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics