Technology Process of benzyl (3S,5S,6R)-3-[4-(bis((tert-butyl)oxycarbonyl)methyl)phenylmethyl]-(-)-6-oxo-5,6-diphenyl-4-morpholine-carboxylate
There total 4 articles about benzyl (3S,5S,6R)-3-[4-(bis((tert-butyl)oxycarbonyl)methyl)phenylmethyl]-(-)-6-oxo-5,6-diphenyl-4-morpholine-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one;
With
lithium hexamethyldisilazane;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane;
at -78 ℃;
for 2h;
2-(4-Bromomethylphenyl)malonic acid di-tert-butyl ester;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane;
at -78 - 20 ℃;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: NaH / dioxane; hexamethylphosphoric acid triamide / 1 h / 20 °C
1.2: 80 percent / CuBr / dioxane; hexamethylphosphoric acid triamide / 5 h / 101 °C
2.1: 81 percent / NBS; benzoyl peroxide / CCl4 / Heating
3.1: LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 2 h / -78 °C
3.2: 66 percent / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / -78 - 20 °C
With
N-Bromosuccinimide; sodium hydride; lithium hexamethyldisilazane; dibenzoyl peroxide;
In
tetrahydrofuran; 1,4-dioxane; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane;
1.1: Metallation / 1.2: Substitution / 2.1: Bromination / 3.1: Metallation / 3.2: Substitution;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: NaH / dioxane; hexamethylphosphoric acid triamide / 1 h / 20 °C
1.2: 80 percent / CuBr / dioxane; hexamethylphosphoric acid triamide / 5 h / 101 °C
2.1: 81 percent / NBS; benzoyl peroxide / CCl4 / Heating
3.1: LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 2 h / -78 °C
3.2: 66 percent / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / -78 - 20 °C
With
N-Bromosuccinimide; sodium hydride; lithium hexamethyldisilazane; dibenzoyl peroxide;
In
tetrahydrofuran; 1,4-dioxane; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane;
1.1: Metallation / 1.2: Substitution / 2.1: Bromination / 3.1: Metallation / 3.2: Substitution;
