Technology Process of (2R,3R,9R,10S,E)-3-allyl-2,10-bis((triethylsilyl)oxy)-9-methyl-10-(4-bromophenyl)-decane-6-one
There total 11 articles about (2R,3R,9R,10S,E)-3-allyl-2,10-bis((triethylsilyl)oxy)-9-methyl-10-(4-bromophenyl)-decane-6-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; methyllithium; diisobutylaluminium hydride;
In
tetrahydrofuran; hexane;
at -50 ℃;
for 0.5h;
Inert atmosphere;
(2R,3R,9R,10S,E)-2,10-bis((triethylsilyl)oxy)-3-allyl-9-methyl-10-(4-bromophenyl)-4-decene-6-one;
In
tetrahydrofuran; hexane;
at -50 ℃;
for 1h;
Inert atmosphere;
DOI:10.1055/s-0031-1290670
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium acetate; toluene-4-sulfonic acid hydrazide / 1,2-dimethoxyethane; water / 5 h / Inert atmosphere; Reflux
2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere
2.2: 1 h / -78 °C / Inert atmosphere
3.1: barium(II) hydroxide / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
3.2: 20 °C / Inert atmosphere
4.1: N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; methyllithium; diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.5 h / -50 °C / Inert atmosphere
4.2: 1 h / -50 °C / Inert atmosphere
With
N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; n-butyllithium; methyllithium; sodium acetate; diisobutylaluminium hydride; toluene-4-sulfonic acid hydrazide; barium(II) hydroxide;
In
tetrahydrofuran; 1,2-dimethoxyethane; hexane; water;
2.2: Claisen condensation / 3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1055/s-0031-1290670
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: barium(II) hydroxide / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
1.2: 20 °C / Inert atmosphere
2.1: N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; methyllithium; diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.5 h / -50 °C / Inert atmosphere
2.2: 1 h / -50 °C / Inert atmosphere
With
N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; methyllithium; diisobutylaluminium hydride; barium(II) hydroxide;
In
tetrahydrofuran; hexane;
1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1055/s-0031-1290670