Simple exploration of 159635-49-1

159635-49-1, As the paragraph descriping shows that 159635-49-1 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.159635-49-1,tert-Butyl 4-methylenepiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Tert-butyl 4-methylenepiperidine-1-carboxylate (1 g, 5.07 mmol) is dissolved in diethyl ether (20 mL), followed by adding zinc-copper couple (4.4 g, 34.5 mmol) under the protection of nitrogen at 10 ¡ãC, and dripping trichloro-acetic chloride (1.84 mL, 16.5 mmol) dissolved in the DME solution (5 mL), and the reaction mixture continues to react overnight at room temperature. Subsequently, the reaction mixture is slowly poured into -10 ¡ãC saturated salt solution (30 mL), filtered with siliceousearth, extracted with ethyl acetate (20 mL * 3), washed with saturated salt solution (30 mL * 2), dried, rotated to dryness and purified by column chromatography (eluent: petroleum ether : ethyl acetate = 15 : 1), so as to obtain 880 mg of a brown oily liquid, that is tert-butyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonan-7-carboxylate with a yield of 56percent. The obtained product is directly used in the next step without purification.

159635-49-1, As the paragraph descriping shows that 159635-49-1 is playing an increasingly important role.

Reference£º
Patent; Guangzhou Henovcom Bioscience Co. Ltd.; ZHANG, Jiancun; ZOU, Qingan; CHEN, Yanwei; (64 pag.)EP3401315; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 159635-49-1

As the paragraph descriping shows that 159635-49-1 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.159635-49-1,tert-Butyl 4-methylenepiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

159635-49-1, m-Chloroperbenzoic acid (1 .14 g, 6.6 mmol) was added to a solution of tert-butyl 4- methylenepiperidine-1-carboxylate (1 g, 5.1 mmol) in CH2CI2(30 ml.) at 0¡ãC. The reaction mixture was stirred for 15 h at rt, diluted with CH2CI2, washed with a saturated aqueous solution of NaHC03and brine, dried (Na2S04), and evaporated to afford 1.1 g of the title compound which was used without further purification. H-NMR (400 MHz, CDCI3) delta ppm 3.74-3.65 (m, 2 H), 3.45-3.38 (m, 2 H), 2.68 (s, 2 H), 1.82-1.75 (m, 2 H), 1.48-1.41 (m, 2 H), 1.46 (s, 9 H).

As the paragraph descriping shows that 159635-49-1 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; MAH, Robert; MASUYA, Keiichi; SCHLAPBACH, Achim; STUTZ, Stefan; VAUPEL, Andrea; WO2013/80141; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 159635-49-1

159635-49-1 tert-Butyl 4-methylenepiperidine-1-carboxylate 2756808, apiperidines compound, is more and more widely used in various fields.

159635-49-1, tert-Butyl 4-methylenepiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,159635-49-1

To a degassed, cooled (0¡ãC) sample of 11 (1.7 g) was added 9-BBN (17.5 mL of a 0.5 M in THF). The cooling bath was removed and the solution was stirred for 1.5 h at RT. The resulting solution was added, at RT, to a mixture of the sulfone 10 (0.27 g), Pd(dppf)Cl2 (20 mg), triphenyl arsine (25 mg), DMF (2.0 mL), water (0.18 mL) and Cs2CO3 (0.33 g). The resulting mixture was heated at 60¡ãC for 3 h 45 min. After cooling to RT and pouring into water, the pH was adjusted to 11 with 10 percent NaOH and mixture was extracted with EtOAc (3 * 25 mL). The combined organic extracts were dried with brine and MgSO4, filtered and evaporated to give a crude which was further purified by preparative plate chromatography (2000 muM plate; silica adsorbent; 1:1 EtOAc:hexanes eluant) to give the product 12 as a white foam (0.28 g) in 77 percent yield.

159635-49-1 tert-Butyl 4-methylenepiperidine-1-carboxylate 2756808, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; SCHERING CORPORATION; EP1091956; (2004); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 159635-49-1

159635-49-1 tert-Butyl 4-methylenepiperidine-1-carboxylate 2756808, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.159635-49-1,tert-Butyl 4-methylenepiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Synthesis of tert-butyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonane-7-carboxylate; Dry DME (8.0 L) and tert-butyl 4-methylenepiperidine-1-carboxylate (800 g, 4.06 mol) were charged to a reactor. Zinc-copper couple (800 g; CAS No.53801-63-1, Alfa-Aesar) was charged to the reactor, and the mixture was warmed to 34¡ã C. Trichloroacetyl chloride (1448 g, 8.0 mol, 888 mL) was added dropwise under a nitrogen atmosphere to the stirred suspension in the following manner: 80 mL of trichloroacetyl chloride was added. After 10 min, an exotherm elevated the reaction temperature to 39¡ã C. Dropwise addition of the remaining trichloroacetyl chloride was resumed immediately at a rate to maintain a temperature between 40-44¡ã C. using a 25¡ã C. jacket. After the addition was complete, the reaction was stirred at 40¡ã C. for 15 min. Cyclohexane (10 L) was added to the mixture. The mixture was filtered through a pad of celite, washing with cyclohexane (2 L). The filtrate was concentrated to approximately 3 L and then was diluted with MTBE (3 L) and cyclohexane (2 L) and filtered through a pad of magnesol (1 kg), washing with 1:1 cyclohexane/MTBE (3 L). The filtrate was washed with saturated potassium bicarbonate (3 L) and brine (2 L). The organic layer was filtered through a pad of silica gel (300 g) with a pad of magnesol (200 g) on top. The filtrated was concentrated to yield the title compound as an orange solid (1123 g, 91percent). 1H NMR (400 MHz, CDCl3) delta ppm 4.05-4.13 (m, 2H), 3.08 (s, 2H), 2.80-2.88 (m, 2H), 1.88-1.97 (m, 2H), 1.71-1.78 (m, 2H), 1.46 (s, 9H). m/z 252, 254 (MH+ minus t-Bu)., 159635-49-1

159635-49-1 tert-Butyl 4-methylenepiperidine-1-carboxylate 2756808, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc.; US2010/113465; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem