137052-08-5| Page 2 of 2 | Heterocyclic Building Blocks-Tetrahydropyrans

Analyzing the synthesis route of 137052-08-5

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.137052-08-5,1-(Tetrahydro-2H-pyran-4-yl)ethanone,as a common compound, the synthetic route is as follows.

General procedure: Mn(CO)5Br (16.2 mg; 6 mol%) and ligand L4a (6.6 mg; 2 mol%) were added under a flow of argon to a flame dried 25 mL Schlenk flask containing a PTFE coated stirring bar. After three vacuum/argon cycles 2 mL of isopropyl alcohol were added to the Schlenk flask. The yellowish suspension was stirred for 10 min at room temperature and another 2 mL of isopropyl alcohol, containing potassium tert-butoxide (22.4 mg; 20 mol%), were added via syringe to the continuously stirred solution. After 10 min the Substrate (1 mmol) was added to clear yellow reaction solution and the glas wall of the Schlenk flask was rinsed with 2 mL of isopropyl alcohol. The Schlenk flask was placed in a heating block, heated to 80 C and kept at this temperature for 20 hours. After this time the Schlenk flask was removed from heating block and was allowed to cool to room temperature. The reaction solution was filtered through a small pipette plug of silica and the silica was washed with additional isopropyl alcohol. The conversion and yield of the reaction were determined by GC using hexadecane as internal standard. The ee value of the reaction was measured either by GC or HPLC.

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

Reference£º
Article; Schneekoenig, Jacob; Junge, Kathrin; Beller, Matthias; Synlett; vol. 30; 4; (2019); p. 503 – 507;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 137052-08-5

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

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

New learning discoveries about 137052-08-5

137052-08-5 1-(Tetrahydro-2H-pyran-4-yl)ethanone 9877365, aTetrahydropyrans compound, is more and more widely used in various.

Add in a 50mL single-mouth bottle2-(5-Fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidine-4,5,6-triamine (0.11 g, 0.30 Mm),1-(tetrahydro-2H-pyran-4-yl)ethanone (0.050 g, 0.39 mmol) and methanol (10 mL),Acetic acid (0.17 mL, 3.0 mmol) was added at 0 C.After stirring at room temperature for 1 hour and then cooled to 0 C, sodium cyanoborohydride (0.094 g, 1.5 mmol) was added.It was then stirred at room temperature overnight.Evaporation of the solvent, EtOAc (EtOAc)The organic phase was washed with water (30 mL) and brine (30 mL)The residue was purified by silica gel column chromatography (dichloromethane/methanol (v/v) = 80/1, 0.5% triethylamine)A pale yellow solid (0.036 g, 25.0%)., 137052-08-5

137052-08-5 1-(Tetrahydro-2H-pyran-4-yl)ethanone 9877365, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Wang Xiaojun; Zuo Yinglin; Yu Chuan; Yang Chuanwen; Wang Jiancheng; Li Jing; Cao Shengtian; Wu Fangyuan; Zhang Yingjun; S ¡¤geerdeman; (79 pag.)CN108690016; (2018); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 137052-08-5

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

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

To 15 mL methanol were added 2-(7-fluoro-1-(2-fluorobenzyl)-1H-indazol-3 -yl)pyrimidine-4 ,5, 6-triamine (0.20 g, 0.54 mmol) and1-(tetrahydro-2H-pyran-4-yl)ethanone (0.10 g, 0.78 mmol). Then acetic acid (0.16 mL, 2.8 mmol)was added at 0 C. The mixture was heated to room temperature and stirred for 1 hour, thencooled to 0 C, and to the mixture was added sodium cyanoborohydride (0.17 g, 2.7 mmol).Then the resulting mixture was stirred at room temperature overnight. The reaction mixture wasconcentrated in vacuo to remove the solvent, and to the residue was added saturated aqueoussodium bicarbonate ( 40 mL ). The resulting mixture was extracted with ethyl acetate (30 mL x 2).The combined organic layers were washed with water (50 mL) and saturated brine (50 mL),dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated on a rotaryevaporator and the residue was purified by silica gel chromatograph ( dichloromethane /methanol(v/v) = 200/1, 0.5% triethylamine) to give a light yellow solid (0.11 g, 42.0%) MS (ESI, pos.ion) m/z: 480.7 (M+ 1);1H NMR (400 MHz, DMSO-d6) 8 (ppm) 8.56 (d, J = 8.0 Hz, 1H), 7.38-7.30 (m, 1H), 7.27- 7.19 (m, 2H), 7.19-7.09 (m, 2H), 6.97 (t, J = 7.0 Hz, 1H), 5.90 (s, 4H), 5.81 (s, 2H), 3.96-3.85 (m, 2H), 3.31-3.21 (m, 3H), 2.89-2.76 (m, 1H), 1.82- 1.74 (m, 1H), 1.72- 1.64 (m, 1H),1.64-1.51 (m, 1H), 1.40-1.26 (m, 2H), 0.95 (d, J= 6.4 Hz, 3H);19F NMR (376 MHz, DMSO-d6) 8 (ppm) -118.77 (d, J = 7.1 Hz), -134.46 (d, J = 7.1 Hz).

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

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZUO, Yinglin; WANG, Xiaojun; YANG, Chuanwen; WANG, Jiancheng; CAO, Shengtian; WU, Fangyuan; ZHANG, Yingjun; GOLDMANN, Siegfried; (193 pag.)WO2018/188590; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics