Multi-step reaction with 11 steps
1.1: porcine liver esterase; water / 94 h / 38 °C / Enzymatic reaction
2.1: sulfuric acid / dichloromethane / -20 - 20 °C / Inert atmosphere; Enzymatic reaction
2.2: 54 h / Inert atmosphere; Reflux
3.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere
4.1: sodium azide / acetone / 0 - 20 °C / Inert atmosphere
5.1: acetone / 16 h / Inert atmosphere; Reflux
6.1: hydrogenchloride / water / 16 h / Reflux
7.1: sodium hydroxide / water; methanol / 24 h / 10 °C / Inert atmosphere
8.1: thionyl chloride / -20 °C / Inert atmosphere; Reflux
9.1: 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); 4-methyl-morpholine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere
10.1: chloro-trimethyl-silane; phenol / dichloromethane / 0.33 h / 20 °C / Inert atmosphere
10.2: Inert atmosphere
11.1: magnesium sulfate / dichloromethane / 24 h / 20 °C / Inert atmosphere
With
4-methyl-morpholine; hydrogenchloride; porcine liver esterase; chloro-trimethyl-silane; thionyl chloride; sodium azide; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); sulfuric acid; water; magnesium sulfate; sodium hydroxide; phenol;
In
methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/om300442e