Technology Process of (2E,4E,10Z)-(6S,7S)-12-(tert-Butyl-diphenyl-silanyloxy)-7-methoxy-2,6,10-trimethyl-dodeca-2,4,10-trienal
There total 11 articles about (2E,4E,10Z)-(6S,7S)-12-(tert-Butyl-diphenyl-silanyloxy)-7-methoxy-2,6,10-trimethyl-dodeca-2,4,10-trienal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
Dess-Martin periodane;
In
dichloromethane;
for 0.333333h;
Ambient temperature;
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 67 percent / 1.) ozone; 2.) zinc dust, acetic acid / CH2Cl2 / 1.) -78 deg C; 2.) rt, 2 h
2: 94 percent / lanthanum chloride hydrate / methanol / 4 h
3: 98 percent / potassium carbonate / methanol / 15 h
4: 98 percent / imidazole / tetrahydrofuran / 1 h
5: 69 percent / p-toluenesulfonic acid / acetone; H2O
6: 1.) di-n-butylboron triflate, triethylamine; 2.) trimethylaluminum / 1.) CH2Cl2, -78 deg C, 3 h; 2.) CH2Cl2, toluene, -15 deg C; rt, 12 h
7: 94 percent / sodium hydride / tetrahydrofuran; hexane; dimethylformamide / 3 h / 0 °C
8: 99 percent / DIBALH / tetrahydrofuran / 1 h / -90 °C
9: 94 percent / 1.) n-butyllithium / diethyl ether / 1.) -10 deg C, 20 min; 2.) -20 deg C, 30 min
10: 80 percent / DIBALH / CH2Cl2 / 1 h / -78 °C
11: 86 percent / Dess-Martin periodinane / CH2Cl2 / 0.33 h / Ambient temperature
With
1H-imidazole; lanthanum(III) chloride; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; sodium hydride; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; ozone; acetic acid; triethylamine; zinc;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone;
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 94 percent / lanthanum chloride hydrate / methanol / 4 h
2: 98 percent / potassium carbonate / methanol / 15 h
3: 98 percent / imidazole / tetrahydrofuran / 1 h
4: 69 percent / p-toluenesulfonic acid / acetone; H2O
5: 1.) di-n-butylboron triflate, triethylamine; 2.) trimethylaluminum / 1.) CH2Cl2, -78 deg C, 3 h; 2.) CH2Cl2, toluene, -15 deg C; rt, 12 h
6: 94 percent / sodium hydride / tetrahydrofuran; hexane; dimethylformamide / 3 h / 0 °C
7: 99 percent / DIBALH / tetrahydrofuran / 1 h / -90 °C
8: 94 percent / 1.) n-butyllithium / diethyl ether / 1.) -10 deg C, 20 min; 2.) -20 deg C, 30 min
9: 80 percent / DIBALH / CH2Cl2 / 1 h / -78 °C
10: 86 percent / Dess-Martin periodinane / CH2Cl2 / 0.33 h / Ambient temperature
With
1H-imidazole; lanthanum(III) chloride; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; sodium hydride; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone;
