Category: 85908-96-9

85908-96-9, N-Boc-2-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,85908-96-9

To a solution of tert-butyl 2-oxopiperidine-1-carboxylate (1.0 g, 5 mmol) in dry THF (20mL) was added dropwised potassium bis(trimethylsilyl)amide in THF (3 mL, 6 mmol) at -78 C. After 1 h, 1,1,1-trifluoro-N-phenyl-N-(trifluoromethylsulfonyl)methanesulfonamide (3.6 g, 10 nimol) in dry THF (20 mL) was slowly added at -78 C. The resulting mixture was stirred for 1 h, quenched by sat. ammonia chloride (20 mL) and EtOAc (40 mL), extracted with EtOAc (30 mL x 3), dried over anhydrous sodium sulfate and concentrated. The crude was purified by silica gelchromatography (eluting with 030% EtOAc in petroleum ether) to afford desired product as a pale yellow solid (1.1 g, 66%). LCMS mlz: 276.0 [M-55J.

85908-96-9 N-Boc-2-Piperidone 7577838, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; BERGERON, Phillipe; BURFORD, Kristen; CHOWDHURY, Sultan; DEHNHARDT, Christoph Martin; FOCKEN, Thilo; GRIMWOOD, Michael Edward; HASAN, Abid; LAI, Kwong Wah; LIU, Zhiguo; MCKERRALL, Steven; NGUYEN, Teresa Phuongtram; SAFINA, Brian; SUTHERLIN, Daniel; TAN, Wang Tao; (470 pag.)WO2017/58821; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.

A solution of tert-butyl 2-oxopiperidine-1-carboxylate (5.4 g, 27 mmol) in THF (100 mL) was added LDA (16.2 mL, 32.4 mmol) at -78 C. After stirring for 0.5 h, phenyl selenisum chloride (7.94 g, 41.5 mmol) was added. The mixture was stirred at -78 C. for 4.5 hrs and then quenched with H2O (30 mL), diluted with brine (200 mL). The aqueous layer was extracted with CH2Cl2 (200 mL×2). The combined organic phase was dried, filtered and condensed. The residue was purified by flash chromatography (100% petroleum ether to petroleum ether/EtOAc=5:1) to give compound tert-butyl 2-oxo-3-(phenylselanyl)piperidine-1-carboxylate (4.27 g, 45%) as an orange solid., 85908-96-9

85908-96-9 N-Boc-2-Piperidone 7577838, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Tolero Pharmaceuticals, Inc.; Xu, Yong; Brenning, Benjamin Gary; Kultgen, Steven G.; Liu, Xiaohui; Saunders, Michael; Ho, Koc-Kan; (119 pag.)US9416132; (2016); B2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

85908-96-9, N-Boc-2-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tert-butyl 2-oxopiperidine-1-carboxylate (1 g, 5.02 mmol) in THF (10 mL), cooled to -30C, was added lithium bis(trimethylsilyl)amide (1M in THF, 5.52 mL) dropwise over 15 minutes. The reaction mixture was stirred for 1 h at -30C, then diphenyl chlorophosphate (1.1 mL, 5.3 mmol) was added dropwise over 5 minutes. The reaction mixture was allowed to warm to r.t. and stirred for 48 h. The mixture was poured onto saturated aqueous NH4Cl solution (10 mL) and extracted with EtOAc. The organic layers were washed with saturated aqueous NaHCO3 solution and brine, then dried over Na2SO4. The residue was concentrated in vacuo. The resulting oil was purified by flash chromatography, eluting with EtOAc/hexanes (0-30% gradient), to furnish tert-butyl 6-diphenoxyphosphoryloxy-3,4-dihydro-2H-pyridine-1-carboxylate (1.92 g, 89%) as a colourless oil.

85908-96-9, The synthetic route of 85908-96-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHAPPELL, Rose Elizabeth; FOULKES, Gregory; FROST, James Richard; HORSLEY, Helen Tracey; JONES, Elizabeth Pearl; LECOMTE, Fabien Claude; REUBERSON, James Thomas; SCHULZE, Monika-Sarah Elisabeth Dorothea; TAYLOR, Richard David; YAU, Wei Tsung; ZHU, Zhaoning; (246 pag.)WO2019/138017; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

85908-96-9, N-Boc-2-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

23. 4-(((3-(3-(Trifluoromethoxy)Dhenyl)imidazo[1 ,2-blDyridazin-6- yl)amino)methyl)DiDeridin-2-one EX. 8-23). [00332] A solution of tert-butyl 2-oxopiperidine-1 -carboxylate (5.4 g, 27 mmol) in THF (100 mL) was added LDA (16.2 mL, 32.4 mmol) at -78 C. After stirring for 0.5 h, phenyl selenisum chloride (7.94 g, 41 .5 mmol) was added. The mixture was stirred at -78 C for 4.5 hrs and then quenched with H2O (30 mL), diluted with brine (200 mL). The aqueous layer was extracted with CH2CI2 (200 mL x 2). The combined organic phase was dried, filtered and condensed. The residue was purified by flash chromatography (100% petroleum ether to petroleum ether/EtOAc = 5:1 ) to give compound tert-butyl 2-oxo-3- (phenylselanyl)piperidine-l -carboxylate (4.27 g, 45%) as an orange solid.

85908-96-9, The synthetic route of 85908-96-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; TOLERO PHARMACEUTICALS, INC.; XU, Yong; BRENNING, Benjamin, Gary; KULTGEN, Steven, G.; LIU, Xiaohui; SAUNDERS, Michael; HO, Koc-Kan; WO2013/13188; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.,85908-96-9

General procedure: To a 0.5 M solution of LiHMDS (2.75 equiv) cooled to -78 C was added dropwise a 0.75 M solution ofprotected lactam in THF. This solution was stirred for 1 h while slowly warming to rt, then cooled backdown to -78 C. Alkyl halide (5.00 equiv) was then added dropwise and the solution was left to stir whilewarming up slowly to rt until completion. A saturated aqueous solution of NH4Cl was added to thereaction mixture, then the THF was removed under reduced pressure. The resulting suspension wasdiluted in more water, then extracted with EtOAc three times. The organic layers were combined, driedwith anhydrous MgSO4, filtered and concentrated under reduced pressure

As the paragraph descriping shows that 85908-96-9 is playing an increasingly important role.

Reference：
Article; Aubert-Nicol, Samuel; Heinrich, Nora; Lessard, Jean; Spino, Claude; Heterocycles; vol. 99; 1; (2019); p. 484 – 501;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.

85908-96-9, Tert-butyl 2-oxopiperidine-1-carboxylate (8.22 g, 41.3 mmol) was dissolved in dry tetrahydrofuran (80 mL), then the solution was cooled to -78 C and to this was added dropwise LiHMDS (1.0 M in THF, 103 mL, 103 mmol) followed by stirring for 20 minutes followed by 3-bromoprop-1-ene (10.7 mL, 124 mmol) and the resulting reaction was stirred at this temperature for 15 minutes, then moved to room temperature and quenched with water (15 mL). The reaction mixture was then concentrated under reduced pressure and the resulting residue was diluted with water (30 mL) and extracted with ethyl acetate (50 mL x 3), then the organic phases were combined. Next, the combined organic phases were washed with saturated brine (50 mL), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was then subjected to silica gel column chromatography (EtOAc / PE (v / v) = 1/50) to give the title compound as a yellow oil (3.95 g, 35%).

The synthetic route of 85908-96-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Hu Haiyang; Dai Weilong; Li Xiaobo; Wang Tingjin; Wu Yanjun; (93 pag.)CN104974163; (2017); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.

85908-96-9, General procedure: To a solution of compounds 15, 16, 17 (2 mmol) and diphenyl phosphoryl chloride (0.62 mL, 3 mmol) in anhydrous THF (30 mL) cooled at -78 C and under nitrogen atmosphere, was added dropwise with stirring a solution of KHMDS (6 mL, 0.5 M in toluene, 3 mmol). After 30 min at -78 C, water (20 mL) was added and the resulting mixture was extracted with Et2O (2 × 50 mL) and dried over MgSO4. Evaporation of the solvent under vacuum yielded the vinyl phosphates as yellow oils, which were used directly in the next coupling step.

85908-96-9 N-Boc-2-Piperidone 7577838, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Sallio, Romain; Lebrun, Stephane; Agbossou-Niedercorn, Francine; Michon, Christophe; Deniau, Eric; Tetrahedron Asymmetry; vol. 23; 13; (2012); p. 998 – 1004;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.

85908-96-9, To a cold (-78 C) solution of KHMDS (0.5 M in toluene, 24 mL, 12.0 mmol) under an atmosphere of argon was added dropwise a solution of X4-015-2 (2.0 g, 10.0 mmol) in THF (20 mL). The mixture was stirred for 1.5 h at this temperature. Afterwards a solution of PhNTf2 (4.3 g, 12.0 mmol) in THF (20 mL) was added dropwise, and after 1 h the reaction was allowed to warm to room temperature. 10% NaOH solution (40 mL) was added, the mixture was extracted with Et20 and the combined organic layers were washed with brine, and dried over Na2 SO4, filtered and concentrated. The crude material was purified by flash column chromatography on silica gel (PE: EA = 1:2) to give X4-015-3 (2.0 g, 60.1% yield) as a colorless oil. LC-MS (Agilent LCMS 1200-6110, Mobile Phase: from 95% [water + 0.05% TFA] and 5% [CH3CN + 0.05% TFA] to 0% [water + 0.05% TFA] and 100% [CH3CN + 0.05% TFA] in 1.6 mm, then under this condition for 1.4 mm, finally changed to 95% [water + 0.05% TFA] and 5% [CH3CN + 0.05% TFA] in 0.05 mm and under this condition for 0.7 mi. Purity: 79.02%, Rt = 2.08 mm; MS Calcd.: 331.1; MS Found: 276.0 [M-56+H]

As the paragraph descriping shows that 85908-96-9 is playing an increasingly important role.

Reference：
Patent; X4 PHARMACEUTICALS, INC.; BOURQUE, Elyse Marie Josee; SKERLJ, Renato; (190 pag.)WO2017/223243; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.

[396] To a solution of tert-butyl 2-oxopiperidine-l-carboxylate (8.22 g, 41.3 mmol) in anhydrous THF (80 mL) was added LiHMDS (1.0 M in THF, 103 mL, 103 mmol) dropwise under nitrogen atmosphere at -78 C. The reaction mixture was stirred for 20 min and 3-bromoprop-l-ene (10.7 mL, 124 mmol) was added. The resulting mixture was stirred for 15 min, allowed to warm to rt, quenched with water (15 mL), and concentrated in vacuo. The residue was added water (30 mL) and extracted with EtOAc (50 mL x 3). The combined organic phases were washed with brine (50 mL), dried over anhydrous Na2SO i, concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v) = 1/50) to give the title compound as yellow oil (3.95 g, 35%). MS (ESI, pos. ion) m z: 224.2 [(M-C4H8)+H]+; NMR (600 MHz, CDCI3): delta (ppm) 5.72 (ddt, .7=16.5, 10.5, 7.0 Hz, 2H), 5.06 (d, J= 10.5 Hz, 2H), 5.03 (d, J= 16.5 Hz, 2H), 3.55 (t, J= 5.8 Hz, 2H), 2.46 (dd, J= 13.6, 7.0 Hz, 2H), 2.21 (dd, J= 13.6, 7.0 Hz, 2H), 1.75 (m, 4H), 1.48 (s, 9H).

85908-96-9, As the paragraph descriping shows that 85908-96-9 is playing an increasingly important role.

Reference：
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Minxiong; HU, Haiyang; WANG, Tingjin; WO2015/94803; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem