Multi-step reaction with 13 steps
1: dmap / dichloromethane / 48 h / 20 °C
2: tetrabutyl ammonium fluoride; acetic acid / 20 °C / Inert atmosphere
3: di-isopropyl azodicarboxylate; triphenylphosphine; urea / tetrahydrofuran / 0.5 h / 20 °C
4: 5% Pd/C / ethanol / Inert atmosphere
5: sodium hydrogencarbonate / dichloromethane; water / Inert atmosphere
6: dmap / dichloromethane / 48 h / 20 °C / Inert atmosphere
7: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 20 °C
8: di-isopropyl azodicarboxylate; triphenylphosphine; urea / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
9: acetic acid; 5% Pd/C / ethanol; toluene / 3 h / Inert atmosphere
10: sodium hydrogencarbonate / dichloromethane; water / Inert atmosphere
11: dmap / dichloromethane / 48 h / 20 °C / Inert atmosphere
12: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 20 °C
13: di-isopropyl azodicarboxylate; triphenylphosphine; urea / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
With
dmap; di-isopropyl azodicarboxylate; 5% Pd/C; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; acetic acid; triphenylphosphine; urea;
In
tetrahydrofuran; ethanol; dichloromethane; water; toluene;
DOI:10.1039/c2cc34791a