New learning discoveries about 36838-71-8

As the paragraph descriping shows that 36838-71-8 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.36838-71-8,4-Methylenetetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.,36838-71-8

Step B: Preparation of l ,l-dichloro-7-oxaspiror3.51nonan-2-one: Zinc was activated according to a published procedure (Synthesis 1971 ; 415). Hydrated copper sulfate (14 g) was dissolved in water (150 mL) and added to zinc dust (60 g). The mixture was stirred for 2 hours under nitrogen. The activated zinc was isolated by filtration, washed with acetone and dried in a vacuum oven at 100 C prior to use. The solution of 4- methylenetetrahydro-2H-pyran from Step A was dried with sodium sulfate and magnesium sulfate and filtered through Celite (washing the cake with ether). This removed some orange solids which had precipitated. A solution of trichloroacetyl chloride (5.00 g; 27.5 mmol) in dry ether (250 mL) was added slowly (over 4 hours) to a stirred refluxing mixture of the 4-methylenetetrahydro-2H-pyran in dry ether (250 mL) and the activated zinc (5.00 g; 76.5 mmol) under nitrogen. The mixture was stirred for 16 hours at reflux. The solution was filtered through Celite and concentrated under reduced pressure. The material was purified by chromatography on silica gel, eluting with 10: 1 hexane/ethyl acetate to give impure product (160 mg) as a colorless oil which was continued directly on to the next step.

As the paragraph descriping shows that 36838-71-8 is playing an increasingly important role.

Reference£º
Patent; ARRAY BIOPHARMA INC.; BOYS, Mark Laurence; BURGESS, Laurence, E.; GRONEBERG, Robert, D.; HARVEY, Darren, M.; HUANG, Lily; KERCHER, Timothy; KRASER, Christopher, F.; LAIRD, Ellen; TARLTON, Eugene; ZHAO, Qian; WO2011/130146; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 36838-71-8

The synthetic route of 36838-71-8 has been constantly updated, and we look forward to future research findings.

36838-71-8, 4-Methylenetetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: In a dry two-neck round-bottom flask equipped with a condenser and a magnetic stirrer were successively added oxime1b(1 or 2 eq., See Table 2), iodoester8(1 eq.) and the desired alkene partner (4-5 eq.) in benzene (0.4 M). Argon was then bubbled directly into the flask for 30 min. (Bu3Sn)2(1.5 eq.) was then injected and the flask was heated to 60C. DTBHN was added after 5min., then every 90 min if required (TLC). After total consumption of the starting iodide, the resulting mixture was concentrated in vacuo and purified by silica gel chromatography (Petroleum ether/EtOAc) to afford the desired product., 36838-71-8

The synthetic route of 36838-71-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Landais, Yannick; Robert, Frederic; Godineau, Edouard; Huet, Laurent; Likhite, Nachiket; Tetrahedron; vol. 69; 47; (2013); p. 10073 – 10080;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 36838-71-8

As the paragraph descriping shows that 36838-71-8 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.36838-71-8,4-Methylenetetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

To a solution of N-(3 -(8-ethyl-7-oxo-7, 8-dihydro- 1, 8-naphthyridin-3 -yl)-4-methylphenyl)-2- (trifluoromethyl)isonicotinamide (1 equiv) in DIVIF (0.033 M) was added 4- methylenetetrahydro-2H-pyran (10 equiv). The solution was then irradiated in RPR 200 Rayonet Reactor fitted with 3500A (UVA) lamps over a period of 72 hours. The reaction mixture was evaporated to a solid, dissolved in MeOH and purified by basic reverse phase prep HPLC to give N-(3 -(4-ethyl-3 -oxo-2a,2?,3 ,3 ?,4,5?,6?,8b-octahydro-2H-spiro [cyclobuta[c] [1, 8]naphthyridine- 1 ,4?-pyran] -7-yl)-4-methylphenyl)-2- (trifluoromethyl)isonicotinamide as a white solid in 9% yield. LCMS (m/z) (M+H) = 551.3, Rt = 1.22 mm. ?H NIVIR (400 IVIHz, Methanol-d4) oe 8.90 (d, J= 5.0 Hz, 1H), 8.30 (s, 1H), 8.25 (d, J 2.3 Hz, 1H), 8.12 (dd, J 5.0, 1.3 Hz, 1H), 7.70 -7.62 (m, 2H), 7.52-7.47 (m, 1H), 7.35 (d, J 8.2 Hz, 1H), 4.38-4.18 (m, 2H), 3.77 (dt, J= 11.7, 3.6 Hz, 1H), 3.67-3.54 (m, 2H), 3.53 -3.38 (m, 3H), 3.34-3.32 (m, 1H, overlap with solvent), 2.70-2.59 (m, 1H), 2.31 (s, 3H), 1.93-1.69 (m, 2H), 1.39 (td,J= 12.4, 11.3, 3.7 Hz, 1H), 1.28 (dd,J 13.4, 2.1 Hz, 1H), 1.22 (t, J= 7.0 Hz, 3H)., 36838-71-8

As the paragraph descriping shows that 36838-71-8 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; AVERSA, Robert John; BURGER, Matthew T.; DILLON, Michael Patrick; DINEEN JR., Thomas A.; KARKI, Rajesh; RAMURTHY, Savithri; RAUNIYAR, Vivek; ROBINSON, Richard; SARVER, Patrick James; (374 pag.)WO2017/103824; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 36838-71-8

As the paragraph descriping shows that 36838-71-8 is playing an increasingly important role.

36838-71-8, 4-Methylenetetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate HKi): 1 ,6-dioxaspiro[2.5]octaneA solution of 4-methylenetetrahydro-2H-pyran (1.00 g, 10.2 mmol) in CH2CI2 (30 ml.) was placed in an ice bath then mef¡ã-chloroperoxybenzoic acid (2.46 g, 14.3 mmol) was added in three portions. The reaction was slowly warmed to RT and stirred for 3h then quenched with 10% NaOH(aq) (10 mL) and extracted with CH2CI2 (2 x 15 ml_). The combined extracts were dried (MgSO4), filtered and concentrated to provide intermediate HlXi) as a clear oil (607 mg, 52%). 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 1.45 – 1.63 (m, 2 H), 1.76 – 1.99 (m, 2 H), 2.69 (s, 2 H), 3.71 – 3.95 (m, 4 H).

As the paragraph descriping shows that 36838-71-8 is playing an increasingly important role.

Reference£º
Patent; PFIZER INC.; WO2008/125945; (2008); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics