Technology Process of [3R,4R,5S,6S]-4-((triisopropylsilyl)oxy)-6-(4-methoxy-benzyloxy)-3,5-dimethylcycloheptene
There total 6 articles about [3R,4R,5S,6S]-4-((triisopropylsilyl)oxy)-6-(4-methoxy-benzyloxy)-3,5-dimethylcycloheptene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane;
In
tetrahydrofuran; toluene;
at 20 ℃;
for 12h;
DOI:10.1021/ol025872f
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 90 percent / L-selectride / tetrahydrofuran / -78 - 20 °C
2.1: KH / tetrahydrofuran / 0.17 h / -78 °C
2.2: 93 percent / tetrahydrofuran / 12 h / 20 °C
3.1: Ni(COD)2; (S)-BINAP; DIBAL-H / toluene; heptane / 20 h / 65 °C
4.1: 90 percent / dimethylsulfoxide; oxalyl chloride; triethylamine / CH2Cl2 / 2.5 h / -78 °C
5.1: 96 percent / diisobutylaluminum hydride / tetrahydrofuran / 2 h / -78 °C
6.1: 95 percent / potassium hexamethyldisilazide; tetrabutylammonium iodide / tetrahydrofuran; toluene / 12 h / 20 °C
With
bis(1,5-cyclooctadiene)nickel (0); oxalyl dichloride; tetra-(n-butyl)ammonium iodide; potassium hydride; potassium hexamethylsilazane; L-Selectride; diisobutylaluminium hydride; dimethyl sulfoxide; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); triethylamine;
In
tetrahydrofuran; n-heptane; dichloromethane; toluene;
4.1: Swern oxidation;
DOI:10.1021/ol025872f
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: KH / tetrahydrofuran / 0.17 h / -78 °C
1.2: 93 percent / tetrahydrofuran / 12 h / 20 °C
2.1: Ni(COD)2; (S)-BINAP; DIBAL-H / toluene; heptane / 20 h / 65 °C
3.1: 90 percent / dimethylsulfoxide; oxalyl chloride; triethylamine / CH2Cl2 / 2.5 h / -78 °C
4.1: 96 percent / diisobutylaluminum hydride / tetrahydrofuran / 2 h / -78 °C
5.1: 95 percent / potassium hexamethyldisilazide; tetrabutylammonium iodide / tetrahydrofuran; toluene / 12 h / 20 °C
With
bis(1,5-cyclooctadiene)nickel (0); oxalyl dichloride; tetra-(n-butyl)ammonium iodide; potassium hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); triethylamine;
In
tetrahydrofuran; n-heptane; dichloromethane; toluene;
3.1: Swern oxidation;
DOI:10.1021/ol025872f
