Multi-step reaction with 7 steps
1: 64 percent / pyridine / 48 h / Ambient temperature
2: 72 percent / p-toluenesulfonic acid monohydrate / acetone / 1.5 h / Ambient temperature
3: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF, RT, 30 min
4: 1.) p-toluenesulfonic acid monohydrate, 2,2-dimethoxypropane, 2.) glacial AcOH / 1.) CHCl3, RT, overnight
5: 1.) (COCl)2, Me2SO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 5 min, 2.) CH2Cl2, -78 deg C, 5 min
6: diethyl ether / 1 h / -78 °C
7: pyridine, 4-dimethylaminopyridine / 48 h / Ambient temperature
With
pyridine; dmap; oxalyl dichloride; sodium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; 2,2-dimethoxy-propane;
In
diethyl ether; acetone;
DOI:10.1016/0008-6215(95)00323-1