4-(N,N-dimethlyamino)pyridine in tetrahydrofuran T=40°C; 12 h;

2: triethylamine / CHCl3 / 0.5 h / Ambient temperature 3: tetrazole / acetonitrile; tetrahydrofuran / 3 h / Ambient temperature 4: t-butyl hydroperoxide / tetrahydrofuran; 2-methyl-propan-2-ol / 2 h 5: trimethylamine / toluene / 12 h / Ambient temperature 6: tetrabutylammonium fluoride / tetrahydrofuran / 48 h / Ambient temperature 7: sodium deoxycholate / 37 °C / phospholipaze in HEPES buffer (pH 8.0) View Scheme

1: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 2: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 3: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 4: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 5: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 6: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 7: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 8: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 9: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 10: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 11: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 12: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 13: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 14: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 15: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 16: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 17: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 18: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 19: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 20: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 21: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 22: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 23: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 24: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 25: Bacillus subtilis 168 PnbA esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 26: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 27: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 28: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C View Scheme

1: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 2: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 3: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 4: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 5: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 6: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 7: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 8: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 9: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 10: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 11: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 12: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 13: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 14: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 15: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 16: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 17: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 18: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 19: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 20: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 21: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 22: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 23: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 24: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 25: Bacillus subtilis 168 PnbA esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 26: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C View Scheme

1: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 2: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 3: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 4: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 5: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 6: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 7: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 8: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 9: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 10: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 11: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 12: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 13: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 14: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 15: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 16: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 17: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 18: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 19: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 20: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 21: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 22: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 23: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 24: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C View Scheme

4-(N,N-dimethlyamino)pyridine in tetrahydrofuran T=40°C; 12 h;

2: triethylamine / CHCl3 / 0.5 h / Ambient temperature 3: tetrazole / acetonitrile; tetrahydrofuran / 3 h / Ambient temperature 4: t-butyl hydroperoxide / tetrahydrofuran; 2-methyl-propan-2-ol / 2 h 5: trimethylamine / toluene / 12 h / Ambient temperature 6: tetrabutylammonium fluoride / tetrahydrofuran / 48 h / Ambient temperature 7: sodium deoxycholate / 37 °C / phospholipaze in HEPES buffer (pH 8.0) View Scheme