hydrogen; palladium on activated charcoal in methanol T=25°C; P=760 Torr; 5 h;

1: With selenium(IV) oxide in 1,4-dioxane 1 h; Heating; 2: With formic acid; dihydrogen peroxide in water T=0 - 10°C;

1: KOH / ethanol / 48 h / Heating 2: NaHCO3 / n-Bu4NI / CH2Cl2 / 24 h / 25 °C 3: 96 percent / H2 / 10percent Pd-C / methanol / 5 h / 25 °C / 760 Torr View Scheme

1: NaHCO3 / n-Bu4NI / CH2Cl2 / 24 h / 25 °C 2: 96 percent / H2 / 10percent Pd-C / methanol / 5 h / 25 °C / 760 Torr View Scheme

1: 3-(methoxymethoxy)quinoline With 2,2,6,6-tetramethylpiperidinyl-lithium in tetrahydrofuran T=-78°C; 2 h; 2: carbon dioxide in tetrahydrofuran 3: With hydrogenchloride

1.1: tetrahydrofuran; diethyl ether / 1 h / 0 °C 1.2: 88 percent / ammonium cerium(IV) nitrate / H2O; acetone / 0.5 h 2.1: selenium dioxide / dioxane / 1 h / Heating 2.2: 70 percent / hydrogen peroxide; formic acid / H2O / 0 - 10 °C View Scheme

Swb2/TioH oxidoreductase; NADPH T=30°C; 12 h; Tris-HCl bufferEnzymatic reaction;

1: Swb1/TioG aminotransferase; pyridoxal 5'-phosphate / 12 h / 30 °C / Tris-HCl buffer; Enzymatic reaction 2: Swb2/TioH oxidoreductase; NADPH / 12 h / 30 °C / Tris-HCl buffer; Enzymatic reaction View Scheme

4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in dichloromethane T=25°C; Condensation; 0.5 h; Further stages.;

1: 3-hydroxyquinaldic acid With 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in dichloromethane T=25°C; 0.5 h; 2: (1R,7S,11S,14R,20S,24S)-7,20-Diamino-2,12,15,25-tetramethyl-11,24-bis-methylsulfanylmethyl-9,22,28,29-tetrathia-2,5,12,15,18,25-hexaaza-bicyclo[12.12.4]triacontan-3,6,10,13,16,19,23,26-octaone in dichloromethane T=25°C; 72 h; Further stages.;