Application of 15448-76-7, These common heterocyclic compound, 15448-76-7, name is Dimethyl bicyclo[2.2.1]heptane-1,4-dicarboxylate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
A mixture of dimethyl bicyclo[2.2.1]heptane-l ,4-dicarboxylate (1.5 g, 7.07 mmol), chromium(VI) oxide (4.24 g, 42.4 mmol) in acetic acid (15 mL) was heated at 90 C for 14 hours. The reaction mixture was diluted with ethyl acetate, washed with water, saturated NaHCC>3 and brine, dried (Na2SO/t), and concentrated. The residue was purified bychromatography eluting with 10-60% ethyl acetate in heptane to give the title compound (400 mg, 25% yield).JH NMR (400 MHz, CDC13) delta ppm 3.78 (d, J = 5.2 Hz, 6H), 2.67 (dd, J = 18.0, 2.5 Hz, 1H), 2.44 – 2.32 (m, 2H), 2.32 – 2.16 (m, 3H), 1.98 – 1.78 (m, 2H).
The synthetic route of 15448-76-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; FROST, Jennifer, M.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; XIONG, Zhaoming; SWEIS, Ramzi, Farah; DART, Michael, J.; BROWN, Brian, S.; MURAUSKI, Kathleen; (673 pag.)WO2019/90069; (2019); A1;,
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