Multi-step reaction with 10 steps
1: 80 percent / TBTU, pH 8.5 / CH2Cl2 / 1.5 h / Ambient temperature
2: 100 percent / DIBAL-H / CH2Cl2 / 1 h / -78 °C
3: 100 percent / TEBAC / CH2Cl2; H2O / 0.5 h / 0 °C
4: 89 percent / HCl (gas) / diethyl ether / 16 h / 0 - 5 °C
5: 45 percent / Et3N, pH 8.5 / dimethylformamide / 1 h / Ambient temperature
6: 100 percent / H2 / 10 percent Pd/C / dimethylformamide / Ambient temperature
7: 88 percent / HOBT, DCCI / dimethylformamide / a) 0 deg C, 0.5 h, b) RT, 16 h
8: 100 percent / 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one / CH2Cl2 / 0.5 h / Ambient temperature
9: 100 percent / pH 11.5 / dioxane; H2O / Ambient temperature
10: 36 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
With
hydrogenchloride; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; diisobutylaluminium hydride; benzotriazol-1-ol; Dess-Martin periodane; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid;
palladium on activated charcoal;
In
1,4-dioxane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(99)00179-1