Multi-step reaction with 8 steps
1.1: trifluoroacetic acid; N-iodo-succinimide / 3.5 h / 20 °C
2.1: N,N,N,N,N,N-hexamethylphosphoric triamide / copper(l) iodide / N,N-dimethyl-formamide / 20 - 80 °C
3.1: lithium hydroxide monohydrate / water; methanol / 0.5 h / 20 °C
3.2: pH 1
4.1: diazomethyl-trimethyl-silane / dichloromethane; diethyl ether / 20 °C
5.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 0.83 h / 0 °C / Inert atmosphere
5.2: 1.17 h / 0 °C
5.3: 3 h / 110 °C / Inert atmosphere
6.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / chloroform; water; tetrahydrofuran / 20 °C
6.2: 2 h / 20 °C / Inert atmosphere
7.1: phosphorus tribromide / dichloromethane / 0 - 20 °C / Inert atmosphere
8.1: triethylamine / N,N-dimethyl-formamide / 20 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; N-iodo-succinimide; osmium(VIII) oxide; n-butyllithium; lithium hydroxide monohydrate; phosphorus tribromide; 4-methylmorpholine N-oxide; triethylamine; diisopropylamine; trifluoroacetic acid; diazomethyl-trimethyl-silane;
copper(l) iodide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide;