ammonium formate; palladium on activated charcoal in tetrahydrofuran; methanol T=0 - 5°C; 0.333333 h;

sodium carbonate in 1,4-dioxane; water 1.) 0 deg C, 2 h, 2.) 25 deg C, 18 h;

1: 1.) N,N'dicyclohexylcarbodiimide, 2.) potassium carbonate / 1.) THF, 23 h, 2.) THF, 3.5 h 2: 85 percent / sulfur acid / CH2Cl2 / 6 h / 25 °C / 1499.7 Torr 3: 100 percent / ammonium formate / 10percent Pd/C / methanol; tetrahydrofuran / 0.33 h / 0 - 5 °C View Scheme

1: 85 percent / sulfur acid / CH2Cl2 / 6 h / 25 °C / 1499.7 Torr 2: 100 percent / ammonium formate / 10percent Pd/C / methanol; tetrahydrofuran / 0.33 h / 0 - 5 °C View Scheme

1: Fmoc-D-Glu(O-t-Bu)-OH With caesium carbonate in methanol; water pH=8; 2: allyl bromide in acetonitrile T=20°C; 21 h; 3: With trifluoroacetic acid in dichloromethane 0.833333 h;

1: 96 percent / 1-hydroxybenzotriazole, benzotriazole-1-yl-oxy-tris-pyrrolidinophosphonium hexafluorophosphate, diisopropylethylamine / 15 h 2: 89 percent / trifluoroacetic acid / CH2Cl2 / 4 h View Scheme