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

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

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

Reference：
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Hu Haiyang; Wang Tingjin; (91 pag.)CN104672250; (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.

To a stirred solution of tert-butyl 2-oxopiperidine-1-carboxylate (45-1) (500 mg, 2.50 mmol) in THF (50 mL) was added Lithium bis(trimethylsilyl)amide (5.25 mL, 5.25 mmol) at – 78C over 30 min. After Benzyl chloroformate (712 muL, 2.50 mmol) was dissolved in THF and added to the reaction mixture at -78C stirring was continued for 2 hours. After the reaction mixture was quenched with aqueous saturated NH4Cl solution at -78C and extracted with EtOAc (2 x 100 mL), washed with brine (50 mL), dried (Na2SO4) and evaporated. The crude was purified by column chromatography (silica, gradient, 0%-20%EtOAc in Hexane as eluent) to provide 3- benzyl 1-tert-butyl 2-oxopiperidine-1,3-dicarboxylate (45-2) (605 mg) as a liquid. Yield- 90%; LC MS: ES+ 334.3.

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

Reference：
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; HE, Minsheng; LAZARSKI, Kiel; VEITS, Gesine, Kerstin; VORA, Harit, U.; (794 pag.)WO2017/197046; (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.,85908-96-9

Lithium bis(trimethylsilyl)amide (11.1 mL of a 1 M solution in THF, 11.1 mmol) was slowly added at 78 C underan argon atmosphere to a solution of lactam 1b (1.0 g, 5.05 mmol) in anhydrous THF (100 mL), and thesolution was stirred for 1 h. Then, ethyl chloroformate (532 l, 5.56 mmol) and, after 1 h of continuousstirring at 78 C, a solution of PhSeCl (1.48 g, 7.58 mmol) in anhydrous THF (10 mL) were addedto the solution. The mixture was stirred for a further 1 h and poured into saturated aqueous NH4Cl.The resulting mixture was extracted with EtOAc, and the combined organic extracts were dried,filtered, and concentrated under reduced pressure. Flash chromatography (8:2 hexane-EtOAc) of theresulting oil gave the seleno derivative 7 (1.79 g, 83% yield) as a yellow foam: IR (ATR Pike) (cm1):1718 (CO); 1H-NMR (300 MHz, CDCl3): d = 1.27 (t, J = 7.2 Hz, 3H, CH2CH3), 1.54 [s, 9H, (CH3)3C], 1.73(m, 1H, H-5), 1.84 (m, 1H, H-5), 2.01 (ddd, J = 13.8, 10.2, 5.7 Hz, 1H, H-4), 2.28 (dt, J = 13.8, 6.0 Hz, 1H,H-4), 3.52 (m, 1H, H-6), 3.61 (ddd, J = 13.2, 8.4, 5.4 Hz, 1H, H-6), 4.22 (qd, J = 7.2, 3.3 Hz, 2H, CH2CH3),7.31 (t, J = 7.2, 2H, HAR), 7.41 (t, J = 7.2 Hz, 1H, HAR), 7.65 (t, J = 7.2 Hz, 2H, HAR); HRMS (ESI) calcdfor [C19H25NO5Se + Na+]: 450.0787, found: 450.0788.

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

Reference：
Article; Arioli, Federica; Perez, Maria; Are, Celeste; Molins, Elies; Bosch, Joan; Amat, Mercedes; Molecules; vol. 24; 3; (2019);,
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, Phenylmagnesium bromide 1M in THF solution (28.9 mL, 28.9 mmol) (Aldrich) was added to a solution of tert-butyl 2-oxopiperidine-1-carboxylate (5.0 g, 25.1 mmol) (Aldrich) in THF (100 mL) at -78 C. Mixture was stirred at -78 C. for 40 minutes, and then poured into brine. The aqueous phase was extraced with ethyl acetate (2×) and the combined organic phase was dried (magnesium sulfate), filtered, and concentrated. The residue was purified by flash chromatography eluting with 5-40% ethyl acetate in hexanes to give tert-butyl 5-oxo-5-phenylpentylcarbamate. (Yield 4.97 g, 71.4%).

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

Reference：
Patent; Anderson, Kevin; Chen, Yi; Chen, Zhi; Luk, Kin-Chun; Rossman, Pamela Loreen; Sun, Hongmao; Wovkulich, Peter Michael; US2012/184542; (2012); 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

85908-96-9, Example 27 – Preparation of Intermediate 6 The synthesis of Intermediate 6 followed the procedure of General Procedure 9 following: Intermediate 6 To a cooled solution (-78OC) of diisopropylamine (8.74 g, 86.4 mmol, 1.6 eq) in THF (200 mL) was added n-BuLi (34.5 mL, 86.4 mmol, 1.6 eq), and the mixture stirred for 1 hour at 0OC. The mixture was cooled to -78OC and to it was added tert-butyl 2- oxopiperidine-1-carboxylate (10.0 g, 54.0 mmol, 1.0 eq). The mixture was stirred for 1 hour and methyl chloroformate (6.12 g, 64.8 mmol, 1.2 eq) was added. The reaction mixture was allowed to warm to room temperature overnight, and was monitored by TLC and LC-MS. After completion, the reaction mixture was quenched with ammonium chloride and evaporated under reduced pressure. The residue was extracted with ethyl acetate (2 x 150 mL), and the combined organic phases were washed with water, brine, dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography using silica gel (60-120 mesh) eluting with 40% ethyl acetate in n- hexane to yield 1-(tert-butyl)-3-methyl-2-oxopiperidine-1,3-dicarboxylate (Intermediate 6, 9.2 g, yield: 70%) m/z 202.13 [M-56]+; 1H NMR (400 MHz, DMSO) delta 3.70 (s, 1H), 3.62-3.50 (m, 3H), 2.10-1.89 (m, 2H), 1.88-1.72 (m, 2H), 1.42 (s, 9H) ppm.

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

Reference：
Patent; VERSEON CORPORATION; SHORT, Kevin Michael; ESTIARTE-MARTINEZ, Maria de los Angeles; KITA, David Ben; SHIAU, Timothy Philip; (340 pag.)WO2016/138532; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

General procedure: Substrate (0.5 mmol) was added to a reaction vial with CH2Cl2 (5 mL) and Cu(OTf)2 (9 mg, 0.025 mmol, 5 mol %). The reaction was allowed to stand at room temperature for 18 h before being quenched with H2O and extracted into CH2Cl2 (3×20 mL). The organic extracts were dried over MgSO4 and concentrated in vacuo.This yielded the pure product without need for further purification procedures: if pure product was not obtained the reaction was undertaken at 50C or 80C in a sealed J-Young tube.

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

Reference：
Article; Evans, Vikki; Mahon, Mary F.; Webster, Ruth L.; Tetrahedron; vol. 70; 41; (2014); p. 7593 – 7597;,
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,85908-96-9

General procedure: Based on the procedure by Bogle.1 To a solution of the amide 11 in THF at – 78 C was added dropwise a solution of lithium hexamethyldisilazide (1.0 M in THF, 2.1 eq) and the mixture stirred at – 78 C for 10 min. Benzylchloroformate (1.0 eq) was then added dropwise and the resulting mixture stirred at – 78 C for 1 h. The reaction was quenched at – 78 C with aq. NH4Cl (10 mL) and allowed to warm to room temperature. The aqueous layer was extracted with EtOAc (3 x 25 mL), the combined organic extracts washed with brine (10 mL), dried (Na2SO4) and concentrated in vacuo. The crude mixture was loaded onto a silica column and eluted with a PE/ethyl acetate mixture to yield the ester 12. NB. Deviations from this procedure are noted.

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

Reference：
Article; Moody, Catherine L.; Franckevi?ius, Vilius; Drouhin, Pauline; Klein, Johannes E.M.N.; Taylor, Richard J.K.; Tetrahedron Letters; vol. 53; 15; (2012); p. 1897 – 1899;,
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

85908-96-9, Step 2 tert-butyl 3,3-diallyl-2-oxopiperidine-l-carboxylate [0360] To a solution of tert-butyl 2-oxopiperidine- 1 -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, and then allowed to warm to rt, and quenched with water (15 mL), concentrated in vacuo. The residue was diluted with water (30 mL) and extracted with EtOAc (50 mL x 3). The combined organic phases were washed with brine (50 mL), then dried over anhydrous Na2S04, filtered and 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, CDCb): delta (ppm) 5.72 (ddt, J =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).

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; DAI, Weilong; LI, Xiaobo; WANG, Tingjin; WU, Yanjun; (136 pag.)WO2016/190847; (2016); 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

85908-96-9, [0151] N-Boc-lactam 2a-1 (300 mg, 1.50 mmol) was dissolved in THF (3 mL), a THF solution of phenylmagnesium bromide (1 mol/L solution, 1.5 mL, 1.50 mmol) was added at 0 C., and the mixture was stirred at 0 C. for 1 hr. Water (1.0 mL) was added, anhydrous sodium sulfate was added, water in the reaction system was removed, and the mixture was filtered through cotton. The obtained filtrate was concentrated by a rotary evaporator. The obtained crude product was purified by silica gel column chromatography (solvent :hexane and ethyl acetate) to give N-Boc-aminoketone 3a-1 (313 mg, 1.13 mmol) as a colorless liquid (yield 75%). MS: m/z 278 ([M+1], C16H23NO3

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

Reference：
Patent; SEED RESEARCH INSTITUTE CO., LTD.; ISHIKAWA, Teruhiko; IWAMI, Morita; (10 pag.)US2017/327513; (2017); 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

85908-96-9, Diisopropylamine (1.7 mL, 12.1 mmol) of THF (10 mL)To the solution was added n-butyllithium (6.7 ml, 11.0 mmol) was added dropwise at -78 C., and the mixture was stirred for 30 minutes. Compound 34 (2 g, 10.0 mmol) in THF (10 mL) was added dropwise, and the mixture was stirred for 15 minutes. A solution of N-tert-butylbenzenesulfinimidoyl chloride (2.6 g, 12.1 mmol) in THF (5 mL) was added and the mixture was stirred for 30 minutes. Water was added to the reaction solution, the mixture was extracted with ethyl acetate, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (hexane / ethyl acetate) to give Compound 35 (750 mg, yield: 38%) as an orange solid.

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

Reference：
Patent; THE UNIVERSITY OF TOKYO; TOHOKU UNIVERSITY; SHIONOGI & COMPANY LIMITED; NAGANO, TETSUO; OKABE, TAKAYOSHI; KOJIMA, HIROTATSU; KAWAGUCHI, MITSUYASU; NUREKI, OSAMU; ISHITANI, RYUICHIRO; NISHIMASU, HIROSHI; AOKI, JUNKEN; TANAKA, NOBUYUKI; TATENO, YUSUKE; TAKAHASHI, YU; (85 pag.)JP2016/193887; (2016); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem