Category: 73286-71-2

73286-71-2, N-Boc-2-pyrroline is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

73286-71-2, General procedure: D. General procedure for asymmetric Heck reaction of N-Boc-2,3-dihydro-1 H-pyrrole:In an argon-filled glove box, Pd(dba)2 (14.4 mg, 0.025 mmol) and (R)-Xyl-SDP(O) (21.6 mg, 0.030 mmol) were stirred in degassed ethylene glycol (1.0 mL) for 10-20 mm in a 10-mL reaction tube, followed by successive addition of aryl bromide (0.50 mmol), N-diisopropylethylamine (255 pL, 1.5 mmol, 3 equiv), p-nitrobenzoic acid (83.6 mg, 0.5 mmol, 1 equiv) and N-Boc-2,3-dihydro-1H-pyrrole (169 mg, 1.0 mmol). The mixture was vigorously stirred in a preheated oil bath at 70C, until the aryl bromide was fully consumed (monitored by CC). The reaction mixture was cooled to room temperature and subjected to flash chromatography (pentane/Et20) to give the purified product. The olefinic selectivity of theproduct in the crude mixture was determined by CC and GCMS.

As the paragraph descriping shows that 73286-71-2 is playing an increasingly important role.

Reference£º
Patent; NANYANG TECHNOLOGICAL UNIVERSITY; ZHOU, Jianrong, Steve; HU, Jian; WU, Chunlin; WO2014/196930; (2014); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

73286-71-2,73286-71-2, N-Boc-2-pyrroline is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 1; tert-Butyl (3aR*,9bR*)-2,3,3a,4,5,5a,9a,9b-octahydro-lH- pyrrolo[3,2-c]quinoline-1-carboxylate; Sodium (1.2 g, 50 mmol) was dissolved in methanol (15 ml), aniline (0.9 g, 10 mmol) was added at room temperature, and the mixture was stirred for 10 min. This mixture was added to a suspension of paraformaldehyde (0.42 g, 14 mmol) in methanol (10 ml), and the mixture was stirred at room temperature for 5 hrs. The reaction mixture was poured into ice water, and the mixture was extracted with diethyl ether. The extract was dried (over anhydrous MgS04), and the solvent was evaporated under reduced pressure. The residue was dissolved in methanol (20 ml), tert-butyl 2,3-dihydro- 1H-pyrrole-1-carboxylate (850 mg, 5 mmol) was added and the mixture was heated under reflux for 18 hrs. The residue was subjected to column chromatography using silica gel (30 g) and eluted with hexane-ethyl acetate (9: 1-4:1, v/v) to give the title compound (180 mg, 12%) as an amorphous form. ?H-NMR (CDC13) 8: 1 . 48 (9H, d, J=6.1 Hz) , 1 . 76-2 . 01 (2H, m), 2.23-2.45 (lH, m), 3.13-3.57 (5H, m), 5.09 (lH, dd, J=47.2,4.0 Hz), 6.54-6.85 (2H, m), 7.10-7.23 (2H, m). LC/MS (ESI) m/z: 275 (MH+).

73286-71-2 N-Boc-2-pyrroline 10844857, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/105802; (2005); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.73286-71-2,N-Boc-2-pyrroline,as a common compound, the synthetic route is as follows.,73286-71-2

tert-butyl-(3-trimethylsilylethynyl)-3a,4, 5,6a-tetrahydropyrrolo[3,2-d]isoxazole-6-carboxylate (Intermediate 20b, alternative procedure) A solution of tert-butyl 2,3-dihydropyrrole-1-carboxylate (500 mg, 2.95 mmol) and 3-trimethylsilylprop-2-ynal oxime (459.06 mg, 3.25 mmol) in MTBE (15 mL) was cooled to 0-5 C. while stirring. Sodium hypochlorite (2.806 mL, 5.91 mmol) was added dropwise keeping the reaction temperature below 20 C. The reaction mixture was stirred at the same temperature for 3 hours; afterwards, it was quenched with Na2SO3 solution; the two phases were separated, the organic layer was washed with water and brine, dried over Na2SO4, filtered and evaporated to dryness in vacuo. The crude residue was purified by automated flash chromatography (Biotage SP1, cartridge type SNAP25) using a gradient from petroleum ether:EtOAc 95:5 to 7:3.

As the paragraph descriping shows that 73286-71-2 is playing an increasingly important role.

Reference£º
Patent; Recordati Ireland Ltd.; Riva, Carlo; De Toma, Carlo; Angelico, Patrizia; Poggesi, Elena; Graziani, Davide; (36 pag.)US2016/185798; (2016); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

73286-71-2, N-Boc-2-pyrroline is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,73286-71-2

General procedure: To a stirred solution of p-chlorobenzaldehyde, 6 (1.16 g, 8.25 mmol) and aniline 5 (1.83 g, 8.23 mmol) in anhydrous CH3CN (30 mL), 4 A molecular sieves and Sc(OTf)3 (0.81 g, 1.65 mmol) were added. The mixture was stirred at room temperature under argon atmosphere for 5 min and then treated with a solution of enamine 4 (1.50 g, 8.01 mmol) in anhydrous CH3CN (16 mL). The resulting suspension was stirred at room temperature under argon atmosphere for 3 days. Then, the resulting mixture was diluted with sat. aq. NaHCO3 (150 mL) and extracted with EtOAc (3 * 200 mL). The combined organic extracts were dried over anhydrous Na2SO4 and evaporated under reduced pressure to give a solid residue (4.71 g), mainly consisting of a diastereomeric mixture of octahydrobenzonaphthyridines 7, which was used in the next step without further purification. To a solution of crude diastereomeric mixture 7 (4.58 g of a crude of 4.71 g) in anhydrous CHCl3 (150 mL), DDQ (4.85 g, 21.4 mmol) was added. The reaction mixture was stirred at room temperature under argon atmosphere overnight, diluted with CH2Cl2 (150 mL) and washed with sat. aq. NaHCO3 (3 * 250 mL). The combined organic extracts were dried over anhydrous Na2SO4 and evaporated under reduced pressure to give a solid residue (5.33 g), which was purified through column chromatography (35-70 mum silica gel, hexane/EtOAc mixtures, gradient elution). On elution with hexane/1-Benzyl-9-(tert-butoxycarbonylaminomethyl)-5-(4-chlorophenyl)-1,2,3,4-tetrahydro-2-oxobenzo[h][1,6]naphthyridine 8EtOAc 80:20, compound 8 (1.94 g, 47% yield) was isolated as a white solid; Rf 0.83 (hexane/EtOAc 1:1). A solution of 8 (30 mg, 0.06 mmol) in CH2Cl2 (5 mL) was filtered through a 0.2 mum PTFE filter and evaporated at reduced pressure. The solid was washed with pentane (3 * 5 mL) to give, after drying under standard conditions, the analytical sample of 8 (27 mg):

73286-71-2 N-Boc-2-pyrroline 10844857, apyrrolines compound, is more and more widely used in various.

Reference£º
Article; Di Pietro, Ornella; Vicente-Garcia, Esther; Taylor, Martin C.; Berenguer, Diana; Viayna, Elisabet; Lanzoni, Anna; Sola, Irene; Sayago, Helena; Riera, Cristina; Fisa, Roser; Clos, M. Victoria; Perez, Belen; Kelly, John M.; Lavilla, Rodolfo; Munoz-Torrero, Diego; European Journal of Medicinal Chemistry; vol. 105; (2015); p. 120 – 137;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.73286-71-2,N-Boc-2-pyrroline,as a common compound, the synthetic route is as follows.

N-Boc pyrroline (270 mg; 1.60 mmol), chloro oxime 2f (470 mg; 3.00 mmol) and sodium bicarbonate (760 mg; 9.04 mmol) in isopropanol (10 mL) were heated at 40 C. overnight. An additional portion of chloro oxime and sodium bicarbonate was added and heating continued for 20 hours. After cooling, the volatiles were evaporated. The residue was dissolved in ethyl acetate (50 mL), and washed with water (50 mL). The organic layer was dried (MgSO4), filtered and evaporated. Cycloadduct 3f was isolated as a beige powder after chromatography with 70% ethyl acetate/hexanes.MS 290 (M+H).

73286-71-2 N-Boc-2-pyrroline 10844857, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Macielag, Mark J.; Weidner-Wells, Michele A.; Lin, Shu-Chen; US2009/29980; (2009); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem