With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25137-01-3,(R)-Ethyl piperidine-3-carboxylate,as a common compound, the synthetic route is as follows.
Step B. Ethyl (3R)-1-{[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]sulfonyl}piperidine-3-carboxylateA suspension of 2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazole-5-sulfonyl chloride (300 mg, 0.80 mmol) in DCE (5 mL) was slowly added to a solution of ethyl (3R)-piperidine-3-carboxylate (140 mg, 0.88 mmol) and DIPEA (1.4 mL, 8.0 mmol) in DCE (25 mL). The reaction mixture was stirred overnight at ambient temperature and the solvent was concentrated. The product was purified by MPLC on silica gel using 60-90% EtOAc/Heptane to provide the title compound as white solid. Yield: 265 mg (66%); 1H NMR (400 MHz, CDCl3) delta 1.26 (t, J=7.13 Hz, 3H), 1.33 (td, J=12.55, 4.00 Hz, 1H), 1.50-1.57 (m, 3H), 1.59 (s, 9H), 1.62-1.71 (m, 2H), 1.72-1.84 (m, 1H), 1.90-2.02 (m, 1H), 2.22-2.38 (m, 2H), 2.44 (t, J=11.03 Hz, 1H), 2.57-2.69 (m, 1H), 3.28-3.41 (m, 2H), 3.70 (d, J=11.33 Hz, 1H), 3.91 (dd, J=11.43, 3.81 Hz, 1H), 4.01 (dd, J=11.23, 2.83 Hz, 2H), 4.13 (q, J=7.16 Hz, 2H), 4.25 (d, J=7.42 Hz, 2H), 7.43 (d, J=8.59 Hz, 1H), 7.64 (dd, J=8.40, 1.76 Hz, 1H), 8.18 (d, J=1.17 Hz, 1H); MS (ESI) (M+H)+=492.0.
25137-01-3, As the paragraph descriping shows that 25137-01-3 is playing an increasingly important role.
Reference:
Patent; Brown, William; Liu, Ziping; Page, Daniel; Qadoumi, Zena; Srivastava, Sanjay; Tremblay, Maxime; Walpole, Christopher; Wei, Zhong-yong; Yang, Hua; US2011/86853; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem