Category: 495414-64-7

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.495414-64-7,1-(tert-Butoxycarbonyl)-4-hydroxypiperidine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

2-Bromo-1 -(4-fluoro-3-methyl-phenyl)-ethanone (2633.06 mg; 1 1.40 mmol; 1 .00 eq.) was added to a solution of 4-hydroxy-piperidine-1 ,4-dicarboxylic acid 1 -tert-butyl ester (2796.0 mg; 1 1 .40 mmol; 1 .00 eq.) and triethylamine (1 .92 ml; 13.67 mmol; 1 .20 eq.) in acetonitile (30 ml) at rt in one portion. The resulting mixture was stirred at RT for 100 min. The reaction mixture was diluted with 100 ml of ethyl acetate and washed with saturated NaHC03 once and brine twice. The organic layer was dried over MgS04 and then concentrated to yield the title compound as a light brown solid, which was used directly for the next step reaction. LC-MS (M+H = 396, obsd = 396), 495414-64-7

The synthetic route of 495414-64-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK PATENT GMBH; LAN, Ruoxi; CHEN, Xiaoling; XIAO, Yufang; HUCK, Bayard R.; GOUTOPOULOS, Andreas; WO2014/143612; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

495414-64-7,495414-64-7, 1-(tert-Butoxycarbonyl)-4-hydroxypiperidine-4-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 195 N-((3R,3aS,9bS)-9b-((4-fluorophenyl)sulfonyl)-7-(perfluoropropan-2-yl)-2,3,a3a4,59b-hexahydro-1H-cyclopenta[a]naphthalen-3-yl)-4-hydroxypiperidine-4-carboxamide A mixture of (3R,3aS,9bS)-9b-((4-fluorophenyl)sulfonyl)-7-(perfluoropropan-2-yl)-2,3,3a,4,5,9b-hexahydro-1H-cyclopenta[a]naphthalen-3-amine trifluoroacetate (Example 114, 110 mg, 0.175 mmol), 1-(tert-butoxycarbonyl)-4-hydroxypiperidine-4-carboxylic acid (64.5 mg, 0.263 mmol), DMF (3 mL), DIEA (306 muL, 1.75 mmol) and HATU (100 mg, 0.263 mmol) was stirred at rt. After 1 h the mixture was diluted with EtOAc and water and the layers were separated. The organic phase was washed sequentially with saturated aqueous Na2CO3, 10% aqueous LiCl and brine, then was dried and concentrated. The residue was dissolved in DCM (5 mL) and treated with HCl (4 M in 1,4-dioxane; 394 muL, 1.58 mmol). After standing overnight at rt, the mixture was concentrated under vacuum. A sample of the residue (19.6 mg) was purified by preparative HPLC (Method E, gradient 30-70% B, 20 min) to provide N-((3R,3aS,9bS)-9b-((4-fluorophenyl)sulfonyl)-7-(perfluoropropan-2-yl)-2,3,3a,4,5,9b-hexahydro-1H-cyclopenta[a]naphthalen-3-yl)-4-hydroxypiperidine-4-carboxamide (15.9 mg, 86% yield). LCMS m/z 641.2 (M+H)+; HPLC tR 1.81 min (Method C). 1H NMR (500 MHz, DMSO-d6) delta 8.00 (br d, J=8.5 Hz, 1H), 7.63-7.56 (m, 1H), 7.52 (br d, J=8.2 Hz, 1H), 7.32 (br s, 3H), 7.29-7.21 (m, 2H), 4.04-3.92 (m, 1H), 3.07-2.97 (m, 1H), 2.93-2.79 (m, 4H), 2.70-2.60 (m, 1H), 2.34-2.24 (m, 1H), 2.04-1.85 (m, 6H), 1.55-1.39 (m, 2H), 1.31-1.19 (m, 1H), 1.00 (d, J=6.4 Hz, 1H).

The synthetic route of 495414-64-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; Marcoux, David; Beaudoin Bertrand, Myra; Dhar, T.G. Murali; Yang, Michael G.; Xiao, Zili; Xiao, Hai-Yun; Zhu, Yeheng; Weigelt, Carolyn A.; Batt, Douglas G; (154 pag.)US2018/127368; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem