sodium hydroxide in 1,4-dioxane; water T=20°C; pH=9.0;

magnesium bromide in dichloromethane 3 h; Ambient temperatureaddition at -20 deg C, 0.5 h;

sodium hydride 1.) DMF, -15 deg C, 2 h, 2.) DMF, RT, 5 h; Yield given. Multistep reaction;

1: C16H22NO4PolS With 3-methyl-phenol; trifluoroacetic acid 0.25 h; Automated synthesizersolid phase reaction; 2: N-tert-butoxycarbonyl-O-benzyl-L-serine With 1-methyl-pyrrolidin-2-one; benzotriazol-1-ol; diisopropyl-carbodiimide 1 h; Automated synthesizersolid phase reaction; 3: BOC-glycine; N-tert-butoxycarbonyl-L-alanine; N-tert-butoxycarbonyl-L-phenylalanine; N-Boc-L-threonine benzyl ether; BOC-S-4-methoxybenzyl-L-cysteine; N6-[[(2-Chlorophenyl)methoxy]carbonyl]-N2-[t-butyloxycarbonyl]-L-lysine; N-(tert-butoxycarbonyl)-L-tryptophan; Boc-Asn(Xan)-OH Further stages;

Nafion H; dimethylsulfide; 3-methyl-phenol; trifluoroacetic acid 3 h;

sodium hydride in tetrahydrofuran

1: 293.3 mg 2: 188 mg / K3Fe(CN)6 / H2O; acetonitrile / 2 h / pH 8.5 View Scheme

2: aq. AcONH4, 0.01 M K3Fe(CN)6 / 1 h / Ambient temperature View Scheme

1.1: Et3N / tetrahydrofuran / 0.25 h / -15 °C 1.2: 55 percent / diethyl ether / 3 h / 20 °C 2.1: 88 percent / CF3CO2Ag / triethylamine; tetrahydrofuran; H2O / 3 h / 20 °C View Scheme

ammonium formate; magnesium in ethylene glycol 0.05 h; microwave irradiation;