1: 1.) pyridinium p-toluenesulfonate (PPTS), 2.) NH4OH / 1.) CH2Cl2, 0 deg C, 12 h, 2.) MeOH, RT, 6 h 2: 96 percent / NaH, nBu4NI / 15 h 3: 80 percent / pyridinium p-toluenesulfonate (PPTS) / ethanol / 3 h / 55 °C View Scheme

Multi-step reaction with 2 steps 1: 98 percent / pyridine / 15 h / Ambient temperature2: 96 percent / 25percent NH4OH / methanol / 15 h / Ambient temperature  

 in  water  lipoprotein lipase catalyzed hydrolysis;  Title compound not separated from byproducts;   

Multi-step reaction with 4 steps 1: pyridine2: NaOH / ethanol / 0 °C3: 80 percent / 60 °C4: 95 percent / thionyl chloride  

Multi-step reaction with 3 steps 1: pyridine2: NaOH / ethanol / 0 °C3: 80 percent / 60 °C  

Multi-step reaction with 4 steps 1: 72.5 percent / pyridine2: 77.4 percent / NH4OH / methanol3: 91.5 percent / Et3N / CH2Cl2 4: 69 percent / 80 percent AcOH / H2O