Multi-step reaction with 8 steps
1: 79 percent / anh. pyridine / a) 0 deg C, 6 h, b) RT, 15 h
2: 87 percent / LiAlH4 / tetrahydrofuran / a) 0 deg C, 3 h, b) RT, 3 h
3: 100 percent / pyridine / a) -25 deg C, 15 h, b) 0 deg C, 4 h, c)RT, 1 h
4: 100 percent / pTsOH monohydrate / CH2Cl2 / 3 h / Ambient temperature
5: 67 percent / tetrahydrofuran; dioxane / a) 0 deg C, 6 h, b) RT, 13 h
6: 10percent aq. H2O2 / methanol / 1 h / Ambient temperature
7: pTsOH monohydrrate / methanol; H2O / 1 h / Heating
8: 96 percent / H2, 5percent Rh on Al2O3 powder / methanol / 48 h / 150 °C / 114000 Torr
With
pyridine; lithium aluminium tetrahydride; rhodium on alumina; hydrogen; dihydrogen peroxide; toluene-4-sulfonic acid;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1248/cpb.42.481