Multi-step reaction with 11 steps
1.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 2 h / 20 °C / Inert atmosphere
2.1: triethylamine / dichloromethane / 0 - 20 °C
3.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C
3.2: -78 - 20 °C
4.1: D-glucose; glucose dehydrogenase; keto-reductase enzyme P1B2; β-nicotinamide adenine dinucleotide phosphate disodium salt / aq. phosphate buffer; dimethyl sulfoxide / 48 h / 30 °C / pH 8 / Enzymatic reaction
5.1: hydrogenchloride / 1,4-dioxane / 72 h / 20 °C
6.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; triethylamine / ethanol / 1 h / 100 °C / Microwave irradiation
7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C
8.1: ethanol / 3 h / 155 °C / Sealed tube; Microwave irradiation
9.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C
9.2: 0.5 h / 0 °C
10.1: thionyl chloride / 1 h / Reflux
10.2: 1 h / 0 - 90 °C
11.1: 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium(0) / dichloromethane / 4 h / 35 °C
11.2: 20 °C
With
glucose dehydrogenase; hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); thionyl chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; oxalyl dichloride; 1,3-dimethylbarbituric acid; β-nicotinamide adenine dinucleotide phosphate disodium salt; D-glucose; keto-reductase enzyme P1B2; triethylamine; N,N-dimethyl-formamide; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; lithium diisopropyl amide;
In
tetrahydrofuran; 1,4-dioxane; aq. phosphate buffer; ethanol; dichloromethane; dimethyl sulfoxide;