Day: September 15, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.453-20-3,3-Hydroxytetrahydrofuran,as a common compound, the synthetic route is as follows.,453-20-3

To a solution of (S)-4-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)-6-chloro-3- methyl-1H-pyrazolo[3,4-d]pyrimidine (435b) (150 mg, 0.39 mmol), triphenylphosphine (206 mg, 0.79 mmol), tert-butyl cis-4-hydroxycyclohexylcarbamate (127 mg, 0.59 mmol) in THF (3 mL) at 0 C was added dropwise DIAD (0.12 mL, 0.59 mmol). The reaction mixture was stirred at RT overnight, concentrated in vacuum and the residue obtained was purified by flash column chromatography [silica (12 g), eluting with EtOAc in hexane from 0-60%] to furnish tert-butyl ((tra5)-4-(4-((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-l-yl)- 6-chloro-3-methyl-lH-pyrazolo[3,4-d]pyrimidin-l-yl)cyclohexyl)carbamate (435c) (150 mg, 66 % yield) as a white solid;1H MR (300 MHz, DMSO-d) delta 6.83 (d, J = 7.9 Hz, 1H), 4.54 – 4.38 (m, 2H), 3.90 – 3.63 (m, 4H), 3.32 – 3.22 (m, 1H), 2.55 (s, 3H), 2.13 – 1.75 (m, 10H), 1.39 (s, 1 1H), 0.82 (s, 9H), -0.05 (s, 6H); MS (ES+): 579.3 (M+l).

As the paragraph descriping shows that 453-20-3 is playing an increasingly important role.

Reference£º
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.204512-95-8,(S)-Tetrahydrofuran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.

Example 241: (S)-l-(5-chloro-6-methyl-l-p-tolyl-lH-benzo[d]imidazol-2-yl)-7V- (tetrahydrofuran-3-yl)piperidine-4-carboxamideA tautomeric mixture of ethyl l-(6-chloro-5-methyl-lH-benzo[d]imidazol-2-yl)piperidine-4- carboxylate and ethyl l-(5-chloro-6-methyl-lH-benzo[d]imidazol-2-yl)piperidine-4-carboxylate (80.5 mg, 0.25 mmol) dimethylsulfoxide (0.5 mL), caesium carbonate (114 mg, 0.35 mmol), 1- iodo-4-methylbenzene (109 mg, 0.50 mmol), 8-hydroxyquinoline (7.3 mg, 0.05 mmol), polyethylene glycol 400 (60.4 mg, 0.515 mmol) and copper(I) oxide (3.6 mg, 0.025 mmol) was heated at 15O0C for 4 hours. The temperature was lowered to 9O0C and water (0.004 mL) was added to the reaction mixture, which was stirred for one hour. Aqueous sodium hydroxide (0.5 mL, 1 N) and ethanol (1 mL) was added and the reaction mixture stirred over night. Aqueous hydrochloric acid (0.25 mL, 2 N) was added and the reaction mixture concentrated in vacuo. The residue was mixed with N,N-dimethylformamide (5 mL), JV,jV-diisopropylethylamine (Hunig’s base, DIEA, 97 mg, 0.75 mmol), 2-(7-aza-lH-benzotriazole-l-yl)-l,l,3,3-tetramethyluronium hexafluoro-phosphate (EtaATU, 114 mg, 0.3 mmol) and (S)-tetrahydrofuran-3 -aminehydrochloride (31 mg, 0.25 mmol). The reaction mixture was stirred at room temperature for 90 minutes, concentrated in vacuo and purified on column (silica gel, dichloromethane/methanol 96:4) to give 4.6 mg (4 % yield) of (S)-l-(5-chloro-6-methyl-l-p-tolyl-lH-benzo[d]imidazol-2- yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide. LC-MS (m/z) 452.9 (M+l). Also eluting from the column was the other regioisomer (S)-l-(6-chloro-5-methyl-l-p-tolyl-lH- benzo[d]imidazol-2-yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide.

204512-95-8, 204512-95-8 (S)-Tetrahydrofuran-3-amine hydrochloride 18664284, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; STENBERG, Patric; WESTMAN, Jacob; WALLBERG, Hans; WO2011/23812; (2011); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

16874-33-2, Tetrahydrofuran-2-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Tetrahydrofuran-2-carboxylic acid 5.00g (43.1 mmol) wasdissolved in tetrahydrofuran 50 mL, then 1,1′-carbonyl diimidazole 8.38g (51.7mmol) was slowly added at room temperature, and stirred for 1.5 h at the sametemperature. To the reaction solution, magnesium chloride 3.98g (41.8mmol) and MonoethylMalonate Potassium 11.0g (64.6mmol) were slowly added, and the mixture wasstirred at room temperature for 3 hours. After concentration of the solvent underreduced pressure to about 1/3 volume, it was diluted with water and ethylacetate, and the pH was made to pH = 5 by addition of 1N hydrochloric acid, andextracted with ethyl acetate. The organic layer was washed with saturatedbrine, and dried with anhydrous sodium sulfate. After filtration, the filtratewas evaporated under reduced pressure. The obtained residue was purified bysilica gel column chromatography (Biotage, eluent; hexane / ethyl acetate = 100/ 0~80 / 20) to give the title compound 8.24g quantitatively as an oil.

16874-33-2, The synthetic route of 16874-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI SANKYO COMPANY LIMITED; EBISAWA, MASAYUKI; HAGINOYA, NORIYASU; SUZUKI, TAKASHI; TSUKADA, TOMOHARU; MURAKAMI, RYO; TAKATA, TAKEHIKO; (133 pag.)JP2016/56133; (2016); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

63095-51-2, (R)-4-Propyldihydrofuran-2(3H)-one is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under nitrogen protection,willBuvacizine Intermediate III(128.1 g, 1 mol) was dissolved in 1 L of dichloromethane,Cooling to 0 ,Was added trimethylsilyl iodide (150mL),The reaction solution was stirred at 20 to 30 C for 2 hours.Followed by the addition of hydrochloric acid solution (1 M, 800 mL) and aqueous sodium thiosulfate solution (10% by mass) as the percentage of sodium thiosulfate and the total mass of sodium thiosulfate aqueous solution, 400 mL. ,The aqueous phase was extracted with 1 L of dichloromethane,The organic phase was washed twice with saturated brine,Dried over anhydrous sodium sulfate,filter,Concentration under reduced pressure gave hexanoic acid derivative IV (254.6 g, 99.5%),Yield 99.5%Purity: 95.6% (GC)., 63095-51-2

As the paragraph descriping shows that 63095-51-2 is playing an increasingly important role.

Reference£º
Patent; Shanghai Bocimed Pharmaceutical Co., Ltd.; Ying, Shuhuan; Pi, Hongjun; Chen, Jian; Zhou, Wei; Zhang, Jueming; (13 pag.)CN106588740; (2017); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

88675-24-5, Tetrahydrofuran-3-amine is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

DIPEA (1 .93ml, 1 1 .1 mmol) was added to a solution of Tricyclo[3.3.1.13,7]decane-1 – carbonyl chloride (1 ) (2g, 10.1 mmol) and 3-aminotetrahydrofuran; (29)(1 .0ml, 1 1 mmol) in DCM (20ml) and the solution stirred at room temperature for 4 hours. The solution was washed with 0.1 N HCI (30ml), saturated NaHC03 (30ml), dried (Na2S04), filtered and the solvents removed to give crude product which was further purified via crystallization from 15percent EA in hexanes to give as a white solid, 88675-24-5

Big data shows that 88675-24-5 is playing an increasingly important role.

Reference£º
Patent; UNILEVER PLC; UNILEVER N.V.; CONOPCO, INC., D/B/A UNILEVER; HARICHIAN, Bijan; CLOUDSDALE, Ian Stuart; YANG, Lin; DICKSON, JR, John Kenneth; WO2014/139952; (2014); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

184950-35-4, Tetrahydrofuran-3-ylmethylamine hydrochloride (0.23 g, 1.69 mmol) And triethylamine (0.17 g, 1.69 mmol) Was added to chloroform (amylene added product) (10 mL). To the mixture, 5- (3-phenoxybenzyl) oxymethyl isoxazole-3-carboxylic acid (0.46 g, 1.41 mmol) at room temperature, 1-Hydroxybenzotriazole (0.02 g, 0.14 mmol) And 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.32 g, 1.69 mmol) were added, After stirring overnight, Dilute hydrochloric acid was added, It was extracted twice with chloroform. The organic layer was washed with saturated sodium bicarbonate water, After drying with anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Represented by the following equation N- (tetrahydrofuran-3-ylmethyl) -5- (3-phenoxybenzyl) oxymethyl isoxazole-3-carboxamide (Hereinafter referred to as the amide compound (11 4)) 0.54 g was obtained.

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

97-99-4, (Tetrahydrofuran-2-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of (R)-(tetrahydrofuran-2-yl)methanol (2.0 g, 19.6 mmol) and di-tert-butyl hydrazine-1,2-dicarboxylate (4.5 g, 19.6 mmol) in anhydrous tetrahydrofuran (60 mL) was added triphenylphosphine (7.2 g, 27.4 mmol) followed by di-tert-butyl azodicarboxylate (6.3 g, 27.4 mmol) portionwise. The mixture was stirred for 16 hours, concentrated under reduced pressure and the crude residue purified by flash column chromatography using ethyl acetate, hexane (1:19 to 1:4) as an eluent to obtain the title compound (4.5 g, 72%), as a white solid, mp: 78.8-82.3 C; Rf: 0.19 (1:4 ethyl acetate, hexane); IR (vmax (neat)): 3314, 3254, 2831, 1737, 1661, 1229, 1144 cm-1; 1H NMR (300 MHz, CDCl3): delta 1.45 (18H, s), 1.78-1.99 (4H, m), 3.29-3.66 (2H, m), 3.67-3.91 (2H, m), 4.00-4.16 (1H, m), 6.58 (1H, bs) ppm; 13C NMR (75 MHz, CDCl3): delta 25.6, 28.3, 29.1, 53.3, 68.0, 74.1, 81.1, 155.4 ppm; LRMS (+ESI) m/z: 339.2 ([M+Na]+ 100%)., 97-99-4

The synthetic route of 97-99-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Moir, Michael; Boyd, Rochelle; Gunosewoyo, Hendra; Montgomery, Andrew P.; Connor, Mark; Kassiou, Michael; Tetrahedron Letters; vol. 60; 36; (2019);,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

204512-95-8, (S)-Tetrahydrofuran-3-amine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(3S)-Oxolan-3-amine hydrochloride (83 mg, 0.67 mmol) was added at room temperature to a stirred suspension of 8 -bromo- 1 -(3 ,4-dichlorob enzyl)-3 , 7-dimethyl- 1H- purine-2,6(3H,71])-dione (70 mg, 0.17 mmol) and DIEA (233 pi, 1.34 mmol) in nBuOH (5 ml). The resulting mixture was heated at 120C and stirred for 20h. Further (3S)-oxolan-3- amine hydrochloride (83 mg, 0.67 mmol) and DIEA (233 pi, 1.34 mmol) were added. The temperature was increased to 130C and stirring was continued. After 24h the solvent was removed in vacuo and the residue was purified by prep-HPLC to obtain the title compound. ?HNMR (500 MFIz, DMSO-d6) 7.55 (d, J 8.3 Hz, 1H), 7.51 (d, J 1.9 Hz, 1H), 7.25 (dd, J= 8.3, 2.0 Hz, 1H), 7.12 (d, J= 6.3 Hz, 1H), 4.98 (s, 2H), 4.47 -4.31 (m, 1H), 3.94- 3.84 (m, 2H), 3.72 (td, J= 8.1, 6.0 Hz, 1H), 3.61 (dd, J= 9.0, 4.1 Hz, 1H), 3.58 (s, 3H), 3.35 (s, 3H),2.38-2.07(m, 1H), 1.99- 1.78 (m, 1H).

204512-95-8, As the paragraph descriping shows that 204512-95-8 is playing an increasingly important role.

Reference£º
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; MOYER, Mikel, P.; SAIAH, Eddine; LECCI, Cristina; PACE, Robert, David, Matthew; TYE, Heather; VILE, Julia; (420 pag.)WO2017/106352; (2017); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

124391-75-9, (S)-(Tetrahydrofuran-3-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (tetrahydrofuran-3-yl)methanol (1.0 g, 9.8 mmol) inDCM (15 ml) was added N,N-dimethylpyridin-4-amine (122 mg, 1 mmol), TEA (2.0 g, 20mmol) and 4-methylbenzenesulfonyl chloride (1.86 g, 9.8 mmol). The reaction mixture wasstirred at rt for 3 h. The mixture was concentrated and residue was purified by columnchromatography using ethyl acetate in petroleum ether (1/4) to afford tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate (900 mg, 36percent yield). LCMS (ESI) m/z: 257.4 (M + 1t

124391-75-9, The synthetic route of 124391-75-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CATALANO, John G.; DICKSON, Hamilton D.; KAZMIERSKI, Wieslaw Mieczyslaw; LEIVERS, Martin R.; WEATHERHEAD, John Gordon; (389 pag.)WO2018/154466; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17347-61-4,2,2-Dimethylsuccinicanhydride,as a common compound, the synthetic route is as follows.

To a stirred solution of (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy- 5a,5b,8,8,11a-pentamethyl-N-(1-(5-phenyl-1H-imidazol-2-yl)cyclopropyl)-1-(prop-1-en-2-yl)icosahydro-3aH-cyclopenta[a]chrysene-3a-carboxamide (Step 2 Example 19, 0.2 g, 0.31 mmol) and 2,2-dimethyl succinicanhydride (0.16 g, 1.2 mmol) in toluene (7 ml), was added DMAP (0.076 g, 0.6 mmol). The reaction mixture was heated at 90 C for 12 h. After completion of the reaction (monitored by TLC), reaction mixture was concentrated under reduced pressure, cooled to 0 C, acidified to pH = 6 with IN HCl and extracted with DCM. The combined organic extracts was washed with water, brine, dried over Na2SO4 then the solvent was evaporated under reduced pressure and to the resulting solid was recrystallized from ACN to give the title compound as a white solid (0.11 g, Yield: 45.83%). 1H NMR (300 MHz, DMSO-d6): delta 12.15 (s, 1H), 11.27 (s, 1H), 8.37 (s, 1H), 7.72-7.70 (m, 2H), 7.39 (s, 1H), 7.31-7.26 (m, 2H), 7.15-7.11 (m, 1H), 4.61 (s, 1H), 4.51 (s, 1H), 4.37-4.32 (m, 1H), 3.00-2.94 (m, 1H), 2.27 (m, 1H), 1.98-1.95 (m, 1H), 1.79-1.73 (m, 1H), 1.62-1.00 (m, 32H), 0.91-0.74 (m, 19H). ESI Mass: 766.56 [M+H]+., 17347-61-4

The synthetic route of 17347-61-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HETERO RESEARCH FOUNDATION; BANDI, Parthasaradhi Reddy; KURA, Rathnakar Reddy; GAZULA LEVI, David Krupadanam; ADULLA, Panduranga Reddy; NEELA, Sudhakar; MOGILI, Narsingam; (87 pag.)WO2017/21922; (2017); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem