1: 35 percent / 4 N aq. HCl / dioxane / 4 h / Ambient temperature 2: 80 percent / Et3N / CH2Cl2 / 16 h / Ambient temperature 3: 94 percent / NaH / dimethylformamide / 5 h / Ambient temperature 4: 78 percent / 4 N aq. HCl / dioxane / 16 h / Ambient temperature 5: 96 percent / 1 N aq. NaOH / 16 h / Ambient temperature View Scheme

1: 69 percent / diphenyl phosphorazidate, N-methylmorpholine / dimethylformamide / 16 h / Ambient temperature 2: 35 percent / 4 N aq. HCl / dioxane / 4 h / Ambient temperature 3: 80 percent / Et3N / CH2Cl2 / 16 h / Ambient temperature 4: 94 percent / NaH / dimethylformamide / 5 h / Ambient temperature 5: 78 percent / 4 N aq. HCl / dioxane / 16 h / Ambient temperature 6: 96 percent / 1 N aq. NaOH / 16 h / Ambient temperature View Scheme

1: 80 percent / Et3N / CH2Cl2 / 16 h / Ambient temperature 2: 94 percent / NaH / dimethylformamide / 5 h / Ambient temperature 3: 78 percent / 4 N aq. HCl / dioxane / 16 h / Ambient temperature 4: 96 percent / 1 N aq. NaOH / 16 h / Ambient temperature View Scheme

1: 94 percent / NaH / dimethylformamide / 5 h / Ambient temperature 2: 78 percent / 4 N aq. HCl / dioxane / 16 h / Ambient temperature 3: 96 percent / 1 N aq. NaOH / 16 h / Ambient temperature View Scheme

Tris-HCl buffer; human liver carboxylesterase pI 4.5 T=37°C; Hydrolysis; pH=7.4; Enzyme kinetics; Further Variations:Reagents;