Technology Process of 2-(2-((2R,4R,5R,6S)-2-(4-methoxyphenyl)-5-methyl-6-(2-(1-phenyl-1H-tetrazol-5-ylthio)ethyl)-1,3-dioxan-4-yl)ethyl)-4,5-diphenyloxazole
There total 12 articles about 2-(2-((2R,4R,5R,6S)-2-(4-methoxyphenyl)-5-methyl-6-(2-(1-phenyl-1H-tetrazol-5-ylthio)ethyl)-1,3-dioxan-4-yl)ethyl)-4,5-diphenyloxazole which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran;
for 0.25h;
DOI:10.1002/anie.200603654
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 88 percent / magnesium chloride; trimethylsilylchloride; triethylamine / ethyl acetate / 1.5 h / 77 °C
2: 100 percent / hydrogen / Pd/C / ethyl acetate / 12 h / 20 °C
3: 90 percent / 2,6-lutidine / CH2Cl2; tetrahydrofuran / 0.42 h / 0 °C
4: 99 percent / n-butyllithium / tetrahydrofuran; hexane / 0.33 h / cooling
5: 87 percent / DIBALH / CH2Cl2; hexane / -90 - -78 °C
6: 86 percent / DIBALH / CH2Cl2 / 10 h / 20 °C
7: 90 percent / aq. HCl / methanol / 0.25 h
8: 59 percent / potassium tert-butoxide / diethyl ether; toluene / -20 °C
9: 80 percent / LiAlH4 / diethyl ether / 0 - 20 °C
10: 80 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.25 h
With
2,6-dimethylpyridine; hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; chloro-trimethyl-silane; potassium tert-butylate; hydrogen; diisobutylaluminium hydride; triethylamine; triphenylphosphine; magnesium chloride; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate; toluene;
10: Mitsunobu reaction;
DOI:10.1002/anie.200603654
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 100 percent / hydrogen / Pd/C / ethyl acetate / 12 h / 20 °C
2: 90 percent / 2,6-lutidine / CH2Cl2; tetrahydrofuran / 0.42 h / 0 °C
3: 99 percent / n-butyllithium / tetrahydrofuran; hexane / 0.33 h / cooling
4: 87 percent / DIBALH / CH2Cl2; hexane / -90 - -78 °C
5: 86 percent / DIBALH / CH2Cl2 / 10 h / 20 °C
6: 90 percent / aq. HCl / methanol / 0.25 h
7: 59 percent / potassium tert-butoxide / diethyl ether; toluene / -20 °C
8: 80 percent / LiAlH4 / diethyl ether / 0 - 20 °C
9: 80 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.25 h
With
2,6-dimethylpyridine; hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; potassium tert-butylate; hydrogen; diisobutylaluminium hydride; triphenylphosphine; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate; toluene;
9: Mitsunobu reaction;
DOI:10.1002/anie.200603654