Tag: 40191-32-0

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.40191-32-0,Tetrahydro-2H-pyran-4-carbonyl chloride,as a common compound, the synthetic route is as follows.

The (S)-pyrrolidin-3-ol hydrochloride (3.69g, 29.9 mmol) and triethylamine (6.65 g, 9.16 mL, 65.7 mmol) were put in CH2CI2(15 mL). The suspension was cooled at ~3C. To this mixture, a solution of tetrahydro-pyran-4-carbonyl chloride (4.67g, 29.9 mmol) in CH2CI2(15 mL) was added slowly. Then the resulting reaction mixture was stirred for 1 .5h at 3-10C. The reaction mixture was then concentrated to give a powder. To this powder, addition of EtOAc (100 mL). The solid was filtered and washed with EtOAc. The recovered filtrate was then concentrated to give ((S)-3-hydroxy-pyrrolidin-1 -yl)-(tetrahydro-pyran-4-yl)-methanone as beige powder. (6.77 g, 98% yield).1H-NMR (400 MHz, Methanol-d4 298 K): delta ppm 1 .59-2.15 (m, 6H) 2.69-2.86 (m, 1 H) 3.43-3.75 (m, 6H) 3.94-4.00 (m, 2H) 4.37-4.48 (m, 1 H). LCMS: [M+H]+= 199.9, Rt(6)= 0.86 min

As the paragraph descriping shows that 40191-32-0 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOeGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; WO2013/88404; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.40191-32-0,Tetrahydro-2H-pyran-4-carbonyl chloride,as a common compound, the synthetic route is as follows.

The compound, Methyl (2S)-2-amino-3-{N-[4-(4-trifluoromethylphenoxy)phenyl]-N-methanesulfonylamino}propionate, was prepared from 4-(4-trifluoromethylphenoxy)aniline in accordance with the sequence of general procedure I, II, III, and IV (GP-I, GP-II, GP-III, and GP-IV) as described herein above for reference examples. To a solution of Methyl (2S)-2-amino-3-{N-[4-(4-trifluoromethylphenoxy)phenyl]-N-methanesulfonylamino}propionate (86 mg, 0.2 mmol) in CH2Cl2/THF (1.5 mL/1.5 mL) was added 2,6-lutidine (0.1 mL, 1.2 mmol) and then 4-tetropyranecarboxyl chloride (119 mg, 0.8 mmol) at 0 C. The mixture was allowed to warm to rt and stirred for 1 h. The mixture was poured into Et2O/H2O (100 mL/100 mL) and HCl(aq) (2 N, 5 mL) was added. The organic was washed with NaOH(aq) (10%, 10 mL), H2O (40 mL), brine (50 mL), dried (Na2SO4), and filtered. After removal of solvent, the product was dried in vacuo to give 102 mg of Methyl (2S)-2-[(tetrahydropyran-4-yl)carbonylamino]-3-{N-[4-(4-trifluoromethylphenoxy)phenyl]-N-methanesulfonylamino}propionate (94%) as a white solid. 1H NMR (300 MHz, CDCl3) delta 7.62 (d, J=9.0 Hz, 2H), 7.33 (d, J=9.0 Hz, 2H), 7.12-7.05 (m, 4H), 6.45 (d, J=9.0 Hz, 1H), 4.68-4.62 (m, 1H), 4.17-3.98 (m, 4H), 3.59 (s, 3H), 3.47-3.38 (m, 2H), 2.90 (s, 3H), 2.42-2.35 (m, 1H), 1.80-1.76 (m, 4H); MS (EI, m/z): 545 (M++1, 100).

The synthetic route of 40191-32-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; YANG, Shyh-Ming; Wang, Bingbing; Scannevin, Robert; Rhodes, Kenneth; Lagu, Bharat; Wilson, Lawrence J.; Karnachi, Prabha; Murray, William V.; US2008/85893; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics