Multi-step reaction with 10 steps
1.1: 4-methylmorpholine N-oxide / dichloromethane / 0.17 h / 20 °C / Molecular sieve
1.2: 3 h / 20 °C
2.1: N-fluorobis(benzenesulfon)imide; 5-benzyl-2,2,3-trimethylimidazolidin-4-one dichloroacetic acid salt / isopropyl alcohol; tetrahydrofuran / 24 h / -20 °C
3.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 20 °C
4.1: trifluoroacetic acid / 1,2-dichloro-ethane / 1 h / 0 °C
5.1: sodium hydrogencarbonate / water; tetrahydrofuran / 0 - 20 °C
6.1: hydrogen / palladium 10% on activated carbon / methanol / 3 h / 760.05 Torr
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C
8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
9.1: hydrogen / 20% palladium hydroxide-activated charcoal / ethyl acetate; ethanol / 3 h / 760.05 Torr
10.1: AD-H / isopropyl alcohol; carbon dioxide / 40 °C / 75007.5 Torr
With
5-benzyl-2,2,3-trimethylimidazolidin-4-one dichloroacetic acid salt; tetrabutyl ammonium fluoride; hydrogen; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; N-fluorobis(benzenesulfon)imide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
palladium 10% on activated carbon; 20% palladium hydroxide-activated charcoal;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; carbon dioxide; water; ethyl acetate; 1,2-dichloro-ethane; isopropyl alcohol;