Technology Process of (tert-butyl)((S,3Z,5E)-4-ethyl-6-((2R,6R)-6-isopropoxy-3,6-dihydro-2H-pyran-2-yl)-2-methylhexa-3,5-dienyloxy)(diphenyl)silane
There total 16 articles about (tert-butyl)((S,3Z,5E)-4-ethyl-6-((2R,6R)-6-isopropoxy-3,6-dihydro-2H-pyran-2-yl)-2-methylhexa-3,5-dienyloxy)(diphenyl)silane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: DIBAL-H / CH2Cl2 / 0.75 h / -23 °C
2: Dowex 50wX8-200 resin / methanol / 12 h / 20 °C
3: 0.011 g / MnO2 / CH2Cl2 / 1 h / 20 °C
4: 91 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / 20 °C
5: DIBAL-H / CH2Cl2 / -23 - 20 °C
6: 0.121 g / PPTS / 1 h / 20 °C
7: 99 percent / TBAF / tetrahydrofuran / 15 h / 20 °C
8: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
9: n-BuLi; DMSO / 1 h / -78 °C
With
2,6-dimethylpyridine; manganese(IV) oxide; n-butyllithium; oxalyl dichloride; Dowex 50wx8-200 resin; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane;
8: Swern oxidation;
DOI:10.1021/jo050352u
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: NaH / tetrahydrofuran / 0.25 h / 0 °C
1.2: tetrahydrofuran / 2 h / 0 °C
2.1: 90 percent / DIBAL-H / CH2Cl2 / 1 h / -23 °C
3.1: 95 percent / triphenylphosphine; CBr4 / acetonitrile / 1 h / 20 °C
4.1: acetonitrile / 0.5 h / 20 °C
5.1: n-BuLi; DMSO / 1 h / -78 °C
With
n-butyllithium; carbon tetrabromide; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo050352u
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 90 percent / (COCl)2; DMSO; triethylamine / CH2Cl2 / -78 - 20 °C
2.1: NaH / tetrahydrofuran / 0.25 h / 0 °C
2.2: tetrahydrofuran / 2 h / 0 °C
3.1: 90 percent / DIBAL-H / CH2Cl2 / 1 h / -23 °C
4.1: 95 percent / triphenylphosphine; CBr4 / acetonitrile / 1 h / 20 °C
5.1: acetonitrile / 0.5 h / 20 °C
6.1: n-BuLi; DMSO / 1 h / -78 °C
With
n-butyllithium; oxalyl dichloride; carbon tetrabromide; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; acetonitrile;
1.1: Swern oxidation;
DOI:10.1021/jo050352u