Category: 189333-49-1

189333-49-1, 3-Benzyl-3,9-diazaspiro[5.5]undecane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Compound 42d (3.67 g, 15 mmol) in tetrahydrofuran (36 mL), water (18 mL), formalin (11 mL, 150 mmol), then formic acid (5.8 mL, 150 mmol) were added and subsequently heating and stirring at 100C for 3 hours. After cooling to room temperature, ethyl acetate was added thereto, and then aqueous 2 N sodium hydroxide solution was added thereto until pH = 10. The organic layer separated was washed with saturated brine, and then dried with anhydrous sodium sulfate. The inorganic substance was removed by filtration. After concentrating in vacuo, the resulting crude product was purified by silica gel column chromatography to yield Compound 42e as a yellow oil.Yield: 3.12 g, (80%)1H-NMR (CDCl3) delta:1.48 (4H, t, J=5.1 Hz), 1.51 (4H, t, J=5.1 Hz), 2.26 (3H, s), 2.36 (4H, t, J=5.7 Hz), 2.38 (4H, t, J=5.7 Hz), 3.49 (2H, s), 7.25-7.31 (5H, m), 189333-49-1

As the paragraph descriping shows that 189333-49-1 is playing an increasingly important role.

Reference：
Patent; Shionogi & Co., Ltd.; HISAKAWA, Shinya; HASEGAWA, Yasushi; AOKI, Toshiaki; KUSANO, Hiroki; SANO, Masayuki; SATO, Jun; YAMAWAKI, Kenji; EP2557082; (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.189333-49-1,3-Benzyl-3,9-diazaspiro[5.5]undecane,as a common compound, the synthetic route is as follows.

Step C Preparation of (S)-tert.-butyl 2-benzenesulfonylamino-5-oxo-5-(9-phenylmethyl-3,9-diazaspiro[5.5]undecan-3-yl)pentanoate A solution of 6.82 g (19.86 mmol) of the intermediate from Step B in 20 ml dry THF containing 2.8 ml triethylamine was cooled to -10 C. 2.15 g (19.8 mmol) ethyl chloroformate were added dropwise, and the mixture was stirred for ten minutes, while a precipitate was formed spontaneously. A solution of 4.85 g (19.86 mmol) of the intermediate from Example 20, Step D in a mixture of 24 ml dry THF and 5.3 ml triethylamine was added quickly in small portions. It was warmed to room temperature, stirred over night, poured into water, and extracted three times with ethyl acetate. The combined organic layers were washed with water, dried over sodium sulfate, and concentrated under reduced pressure, and the title compound was obtained by chromatography on silica gel with dichloromethane/ethanol 93:7. yield: 3.9 g (34%) colorless crystalline solid, m.p. 134-136 C., 189333-49-1

The synthetic route of 189333-49-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eli Lilly and Company; COR Therapeutics Inc.; US6291469; (2001); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

189333-49-1,189333-49-1, 3-Benzyl-3,9-diazaspiro[5.5]undecane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 3-benzyl-3,9-diazaspiro[5.5]undecane (3.3 mmol) in anhydrous DMSO (5 mL) is added 4-fluoro-N-methylbezamide (3.9 mmol) and potassium carbonate (3.9 mmol). The resulting mixture is heated at 140 C. for 2 days. The reaction mixture is allowed to cool to rt, poured into cold water (10 mL), and extracted with EA (10 mL×3). The combined organic layers are washed with water and brine, dried over sodium sulfate, and concentrated. The crude product is purified through PTLC (4% TEA in EA) to give the title compound as a white solid.

The synthetic route of 189333-49-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Xu, Yuelian; Caldwell, Timothy M.; Xie, Linghong; Chenard, Bertrand L.; US2008/247964; (2008); 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.189333-49-1,3-Benzyl-3,9-diazaspiro[5.5]undecane,as a common compound, the synthetic route is as follows.

Example 8D (500 mg, 2.05 mmol) and Boc2O (450 mg, 2.06 mmol) in methanol mixture was added triethylamine (311 mg, 3.08 mmol) and the mixture was stirred at 20-30 deg.C for 16 hours. The reaction mixture was concentrated, and the residue was diluted with ethyl acetate (20 mL), and washed with water (15mL × 2) and brine (20 mL) was washed, and the organic layer was dried over anhydrous sodium sulfate, and concentrated. The crude intermediate was dissolved in ethanol (15mL) and acetic acid (2mL), followed by addition of palladium hydroxide / carbon (0.1 g). The mixture was reacted under hydrogen (50Psi) for 20 hours. The mixture was filtered, the filtrate was concentrated to give the acetate salt (320 mg, 1.26 mmol, 61.37% yield) of the title compound., 189333-49-1

Big data shows that 189333-49-1 is playing an increasingly important role.

Reference：
Patent; Nanjing Mingde New Drug Research and Development Co. Ltd.; Qilu Pharmaceutical Co., Ltd.; Ding, Zhaozhong; Zhang, Minghui; Chen, Shuhui; Liu, Xile; Zhu, Yidong; Fan, Chuanwen; Zhao, Baoping; Zhang, Long; Chen, Dong; Yang, Yingying; Zheng, Qingmei; Zheng, Shansong; Wan, Haiwen; Hu, Jinqing; (93 pag.)CN105330698; (2016); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

189333-49-1, 3-Benzyl-3,9-diazaspiro[5.5]undecane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Formaldehyde solution (27.25 g, 335.75 mmol, 25.00 mL, 37% purity), Sodium triacetoxyborohydride (17.52 g, 82.66 mmol) and glacial acetic acid (7.45 g, 123.99 mmol, 7.10 mL) were added separately into the compound I2-A (10.10 g, 41.33 mmol) in methanol (150.00 mL) solution, and was stirred at 20-25C for 2 hours, the solvent was concentrated, 10% NaOH solution was used to adjust the pH to around 8, then extracted by dichloromethane 800 mL (150 mL ×6), the organic phase was washed by saturated brine 300 mL, dried over anhydrous sodium sulfate, then filtered and concentrated to give the compound 32-A. MS m/z: 259.1[M+H]+, 189333-49-1

Big data shows that 189333-49-1 is playing an increasingly important role.

Reference：
Patent; Shijiazhuang Sagacity New Drug Development Co., Ltd.; QIAN, Wenyuan; YANG, Chundao; LI, Zhengwei; LI, Jie; LI, Jian; CHEN, Shuhui; (137 pag.)EP3572413; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem