Multi-step reaction with 7 steps
1.1: diethylzinc / toluene; 1,2-dichloro-ethane / 0.25 h / 0 °C / Inert atmosphere
1.2: 0.5 h / 0 °C / Inert atmosphere
2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -70 - -60 °C
2.2: 0.17 h / -60 °C
3.1: sodium hydroxide; magnesium(II) chloride hexahydrate; α-D-glucose monohydrate / ketoreductase KRED-NADH-117; glucose dehydrogenase GDH-102 / 35 °C / pH 6.5 / Aqueous buffer
4.1: hydrogenchloride / 1,4-dioxane; ethanol / 1 h / 20 °C
5.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene / acetonitrile; water / 0 - 20 °C
5.2: 16 h
6.1: hydrogen / palladium 10% on activated carbon / methanol / 1.5 h / 760.05 Torr
7.1: N,N-dimethyl-formamide / 1 h
With
hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxalyl dichloride; magnesium(II) chloride hexahydrate; [bis(acetoxy)iodo]benzene; hydrogen; diethylzinc; α-D-glucose monohydrate; dimethyl sulfoxide; sodium hydroxide;
palladium 10% on activated carbon;
In
1,4-dioxane; methanol; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile;
2.1: Swern Oxidation / 2.2: Swern Oxidation;