化学合成。
化学合成
合成路线 1(1. 合成:51939-71-0)
产率:96%
合成条件:Stage #1: With hydrogen; acetic acid In ethyl acetate for 22.50 h; Stage #2: With water; sodium hydrogencarbonate In ethyl acetate
实验步骤:实施例20(+ - ) - 苯并二氢吡喃-2-羧酸将实施例19的化合物(20.0g,105mmol)和活性炭载钯(Pd 10%,2.0g)在乙酸(200mL)中的混合物放置在Parr氢化装置中在氢气压力(60psig)下。 22.5小时后,将混合物从氢气氛中取出并通过硅藻土垫过滤。用乙酸乙酯(800mL)洗涤硅藻土垫,浓缩合并的滤液,得到棕色油状物。将油状物溶于乙酸乙酯(500mL)中并用饱和NaHCO 3水溶液(4×125mL)萃取。用浓HCl将水相酸化至pH = 2,并用乙酸乙酯(4×100mL)萃取。将合并的有机相用饱和氯化钠水溶液(100mL)洗涤,干燥(MgSO 4)并浓缩,得到无色固体(18.0g,96%)。熔点97.5-99℃; 1H NMR(DMSO-d6,300MHz)δ12.96(br s,1H),7.03(m,2H),6.78(m,2H),4.74(dd,J = 6.4Hz,3.9Hz,1H) ),2.73(m,1H),2.63(m,1H),2.03(m,2H)。
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