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
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