Technology Process of {(1R,2R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-chloro-1,5-dimethyl-hex-4-enyloxy}-triethyl-silane
There total 8 articles about {(1R,2R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-chloro-1,5-dimethyl-hex-4-enyloxy}-triethyl-silane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: tetramethylpiperidine / acetonitrile / 24 h / 85 °C
2: potassium hexamethyldisilazide / hexamethylphosphoric acid triamide; tetrahydrofuran / 1 h / 70 °C
3: 1.74 g / hexamethylphosphoric acid triamide; tetrahydrofuran / 3.3 h / -78 - 25 °C
4: 72 percent / pyridinium p-toluenesulfonate / ethanol / 4 h / 60 °C
5: D-(-)-diisopropyl tartrate; titanium tetraisopropoxide; tert-butyl hydroperoxide / CH2Cl2 / 18 h / -20 °C
6: 76 percent / ammonium chloride; titanium tetraisopropoxide / dimethylsulfoxide / 1.5 h / 25 °C
7: collidine / CH2Cl2 / 1.5 h / 0 °C
8: collidine / CH2Cl2 / 16 h / 40 °C
With
titanium(IV) isopropylate; 2,3,5-trimethyl-pyridine; tert.-butylhydroperoxide; tetramethylpiperidine; ammonium chloride; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; D-(-)-diisopropyl tartrate;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; dimethyl sulfoxide; acetonitrile;
1: Alkylation / 2: Dehydrobromination / 3: Wittig reaction / 4: deprotection / 5: Sharpless epoxidation / 6: Ring cleavage / 7: Etherification / 8: silylation;
DOI:10.1021/jo972228j
- Guidance literature:
-
Multi-step reaction with 4 steps
1: D-(-)-diisopropyl tartrate; titanium tetraisopropoxide; tert-butyl hydroperoxide / CH2Cl2 / 18 h / -20 °C
2: 76 percent / ammonium chloride; titanium tetraisopropoxide / dimethylsulfoxide / 1.5 h / 25 °C
3: collidine / CH2Cl2 / 1.5 h / 0 °C
4: collidine / CH2Cl2 / 16 h / 40 °C
With
titanium(IV) isopropylate; 2,3,5-trimethyl-pyridine; tert.-butylhydroperoxide; ammonium chloride; D-(-)-diisopropyl tartrate;
In
dichloromethane; dimethyl sulfoxide;
1: Sharpless epoxidation / 2: Ring cleavage / 3: Etherification / 4: silylation;
DOI:10.1021/jo972228j
- Guidance literature:
-
Multi-step reaction with 2 steps
1: collidine / CH2Cl2 / 1.5 h / 0 °C
2: collidine / CH2Cl2 / 16 h / 40 °C
With
2,3,5-trimethyl-pyridine;
In
dichloromethane;
1: Etherification / 2: silylation;
DOI:10.1021/jo972228j