Multi-step reaction with 8 steps
1.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane N,N-diethylaniline complex / toluene; tert-butyl methyl ether / 2.5 h / 40 °C / Inert atmosphere; Large scale
1.2: 0.5 h / 10 - 20 °C / Large scale
2.1: sodium hydroxide / water; tert-butyl methyl ether / 3 h / 20 - 22 °C / Large scale
3.1: 21 h / 20 - 80 °C / Inert atmosphere; Large scale
4.1: sodium hydroxide / water; dichloromethane / 0.67 h / 0 - 3 °C / Large scale
4.2: 2 h / 0 - 6 °C / Large scale
5.1: potassium tert-butylate / 1.5 h / 22 °C / Large scale
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 70 °C / Inert atmosphere
6.2: 0.5 h / 0 °C
7.1: carbonochloridic acid 1-chloro-ethyl ester / cis-1,2-Dichloroethylene / 3 h / 70 °C
8.1: triethylamine / dichloromethane / 0.5 h / 22 °C / Inert atmosphere
8.2: 3 h
With
lithium aluminium tetrahydride; borane N,N-diethylaniline complex; carbonochloridic acid 1-chloro-ethyl ester; potassium tert-butylate; triethylamine; sodium hydroxide; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; cis-1,2-Dichloroethylene; dichloromethane; tert-butyl methyl ether; water; toluene;