Technology Process of (Z)-[3(2R,3S)4R]-3-[7-chloro-3-hydroxy-8-(triisopropylsilyloxy)-2,6-dimethyl-1-oxonon-6-ene]-4-benzyl-2-oxazolidinone
There total 6 articles about (Z)-[3(2R,3S)4R]-3-[7-chloro-3-hydroxy-8-(triisopropylsilyloxy)-2,6-dimethyl-1-oxonon-6-ene]-4-benzyl-2-oxazolidinone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3R)-3-propionyl-4-benzyloxazolidin-2-one;
With
n-dibutylborontriflate;
In
dichloromethane;
at 0 ℃;
for 0.166667h;
(Z)-7-chloro-6-(triisopropylsilyloxy)-4-methylhept-4-en-1-al;
With
triethylamine;
In
dichloromethane;
at -78 ℃;
for 3h;
Further stages.;
DOI:10.1021/ja0109491
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 6 g / oxalyl chloride; dimethylsulfoxide; triethylamine / CH2Cl2 / -78 - 20 °C
2.1: 99 percent / lithium / tetrahydrofuran / 4 h / -78 °C
3.1: 2,6-lutidine / CH2Cl2 / 0.25 h / 0 °C
4.1: 11 g / trifluoroacetic acid / CH2Cl2; H2O / 2 h / 20 °C
5.1: n-dibutylborontriflate / CH2Cl2 / 0.17 h / 0 °C
5.2: 59 percent / triethylamine / CH2Cl2 / 3 h / -78 °C
With
2,6-dimethylpyridine; oxalyl dichloride; n-dibutylborontriflate; lithium; dimethyl sulfoxide; triethylamine; trifluoroacetic acid;
In
tetrahydrofuran; dichloromethane; water;
1.1: Swern-Oxidation / 5.1: Evans asymmetric aldolization;
DOI:10.1021/ja0109491
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: potassium carbonate / dioxane / 12 h / 20 °C
2.1: 6 g / oxalyl chloride; dimethylsulfoxide; triethylamine / CH2Cl2 / -78 - 20 °C
3.1: 99 percent / lithium / tetrahydrofuran / 4 h / -78 °C
4.1: 2,6-lutidine / CH2Cl2 / 0.25 h / 0 °C
5.1: 11 g / trifluoroacetic acid / CH2Cl2; H2O / 2 h / 20 °C
6.1: n-dibutylborontriflate / CH2Cl2 / 0.17 h / 0 °C
6.2: 59 percent / triethylamine / CH2Cl2 / 3 h / -78 °C
With
2,6-dimethylpyridine; oxalyl dichloride; n-dibutylborontriflate; lithium; potassium carbonate; dimethyl sulfoxide; triethylamine; trifluoroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water;
2.1: Swern-Oxidation / 6.1: Evans asymmetric aldolization;
DOI:10.1021/ja0109491
