Multi-step reaction with 11 steps
1.1: N-chloro-succinimide / N,N-dimethyl-formamide / 20 °C
2.1: triethylamine / 1,2-dichloro-ethane / 2.5 h / 70 °C
3.1: Jones reagent / acetone / 20 °C
4.1: pyridine; trifluoro-[1,3,5]triazine / dichloromethane / 20 °C
5.1: N-ethyl-N,N-diisopropylamine / acetonitrile
6.1: methanol; tin(II) chloride dihdyrate / dichloromethane / 10 h
7.1: triethylamine / water; tetrahydrofuran / 2 h
8.1: Lux-Cellulose-2 / ethanol / 35 °C / Resolution of racemate
9.1: dichloromethane / 2 h
10.1: triethylamine; sodium tris(acetoxy)borohydride / chloroform
11.1: lithium hydroxide; dihydrogen peroxide / tetrahydrofuran / 1 h / 0 °C
11.2: 1.5 h / 20 °C / pH 9
With
pyridine; methanol; N-chloro-succinimide; Jones reagent; trifluoro-[1,3,5]triazine; tin(II) chloride dihdyrate; dihydrogen peroxide; sodium tris(acetoxy)borohydride; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; chloroform; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; acetonitrile;