Technology Process of (4R)-3-[(2S,3R)-2-azido-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methyl-1-oxo-butyl]-4-phenyl-2-oxazolidinone
There total 6 articles about (4R)-3-[(2S,3R)-2-azido-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methyl-1-oxo-butyl]-4-phenyl-2-oxazolidinone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium azide;
In
N,N-dimethyl-formamide;
at 0 ℃;
for 2h;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 2.08 h / -78 - -75 °C
1.2: -75 - 20 °C
2.1: potassium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol / 0 - 20 °C
3.1: triethylamine; pivaloyl chloride / tetrahydrofuran / 0.33 h / -78 - 0 °C
3.2: -78 - 0 °C
4.1: tributylphosphine / tetrahydrofuran / 1 h / 20 °C
5.1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran; dimethyl sulfoxide / 0.67 h / -78 - 0 °C
5.2: 2 h / -78 - -40 °C
5.3: 1.5 h / -78 °C
6.1: sodium azide / N,N-dimethyl-formamide / 2 h / 0 °C
With
sodium chlorite; potassium dihydrogenphosphate; sodium azide; 2-methyl-but-2-ene; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; tributylphosphine; pivaloyl chloride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;
1.1: |Swern Oxidation;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C
2.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 2.08 h / -78 - -75 °C
2.2: -75 - 20 °C
3.1: potassium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol / 0 - 20 °C
4.1: triethylamine; pivaloyl chloride / tetrahydrofuran / 0.33 h / -78 - 0 °C
4.2: -78 - 0 °C
5.1: tributylphosphine / tetrahydrofuran / 1 h / 20 °C
6.1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran; dimethyl sulfoxide / 0.67 h / -78 - 0 °C
6.2: 2 h / -78 - -40 °C
6.3: 1.5 h / -78 °C
7.1: sodium azide / N,N-dimethyl-formamide / 2 h / 0 °C
With
1H-imidazole; sodium chlorite; potassium dihydrogenphosphate; sodium azide; 2-methyl-but-2-ene; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; tributylphosphine; pivaloyl chloride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;
2.1: |Swern Oxidation;
