Multi-step reaction with 15 steps
1: BH3*THF / tetrahydrofuran / 7 h / 0 °C
2: 21.5 g / H2O2; NaOH / H2O / 0 - 20 °C
3: 95 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 15 h / 20 °C
4: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 6 h / 20 °C
5: 86 percent / diethyl azodicarboxylate; diphenylphosphoryl azide; PPh3 / tetrahydrofuran / 2 h / 0 °C
6: tetrahydrofuran / 13 h / 20 °C
7: H2O / tetrahydrofuran / 3.5 h / 60 °C
8: 4.2 g / tetrahydrofuran; H2O / 2.5 h / 20 °C
9: 97 percent / NaH / tetrahydrofuran / 6 h / 0 - 20 °C
10: 100 percent / PtO2; H2 / ethanol / 2 h / 20 °C
11: pyridine / CH2Cl2 / 1.5 h / Heating
12: 1.1 g / pyridinium p-toluenesulfonate / ethanol / 7 h / 40 °C
13: HCl / methanol / 2.5 h / 20 - 60 °C
14: 432 mg / NaBH3CN; AcOH / methanol; H2O / 2.5 h / 20 °C
15: 36 percent / diethyl azodicarboxylate; PPh3 / tetrahydrofuran / 3 h / 20 °C
With
pyridine; hydrogenchloride; platinum(IV) oxide; sodium hydroxide; borane-THF; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; water; hydrogen; dihydrogen peroxide; pyridinium p-toluenesulfonate; sodium hydride; sodium cyanoborohydride; acetic acid; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water;
5: Mitsunobu reaction / 15: Mitsunobu reaction;
DOI:10.3987/COM-05-S(K)58