Multi-step reaction with 8 steps
1.1: triethylamine / diethyl ether / 3 h / 20 °C
2.1: trifluoroacetic acid; N-iodo-succinimide / 3.5 h / 20 °C
3.1: N,N,N,N,N,N-hexamethylphosphoric triamide / copper(l) iodide / N,N-dimethyl-formamide / 20 - 80 °C
4.1: lithium hydroxide monohydrate / water; methanol / 0.5 h / 20 °C
4.2: pH 1
5.1: diazomethyl-trimethyl-silane / dichloromethane; diethyl ether / 20 °C
6.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 0.83 h / 0 °C / Inert atmosphere
6.2: 1.17 h / 0 °C
6.3: 3 h / 110 °C / Inert atmosphere
7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / 20 °C
8.1: lithium perchlorate / 1-methyl-pyrrolidin-2-one / 71.5 h / 20 - 100 °C / Sealed vial
With
N,N,N,N,N,N-hexamethylphosphoric triamide; N-iodo-succinimide; n-butyllithium; lithium hydroxide monohydrate; lithium perchlorate; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; diazomethyl-trimethyl-silane;
copper(l) iodide;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide;