Technology Process of (R)-methyl 3-((3aR,5R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]-dioxol-5-yl)-3-((S)-2-methoxy-2-phenylacetamido)propanoate
There total 8 articles about (R)-methyl 3-((3aR,5R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]-dioxol-5-yl)-3-((S)-2-methoxy-2-phenylacetamido)propanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-2-methoxy-2-phenylacetic acid;
With
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
dichloromethane;
at 0 ℃;
for 0.25h;
Inert atmosphere;
C2HF3O2*C12H21NO6;
With
N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at 0 - 20 ℃;
for 8h;
Inert atmosphere;
DOI:10.1021/jo300865d
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: palladium 10% on activated carbon; hydrogen / methanol / 12 h / 20 °C
2.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C
3.1: dichloromethane / 2 h / 0 °C / Inert atmosphere
4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.25 h / 0 °C / Inert atmosphere
4.2: 8 h / 0 - 20 °C / Inert atmosphere
With
palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
In
methanol; dichloromethane;
DOI:10.1021/jo300865d
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: potassium hydroxide / 1,4-dioxane / 1 h / Reflux
1.2: 12 h / 0 - 20 °C
2.1: water; acetic acid / 12 h / 20 °C
3.1: sodium periodate / dichloromethane / 6 h / 0 - 20 °C
4.1: dichloromethane / 4 h / 0 - 20 °C
5.1: 12 h / 20 °C
6.1: palladium 10% on activated carbon; hydrogen / methanol / 12 h / 20 °C
7.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C
8.1: dichloromethane / 2 h / 0 °C / Inert atmosphere
9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.25 h / 0 °C / Inert atmosphere
9.2: 8 h / 0 - 20 °C / Inert atmosphere
With
sodium periodate; palladium 10% on activated carbon; water; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide;
In
1,4-dioxane; methanol; dichloromethane;
4.1: Wittig reaction / 5.1: Aza-Michael addition;
DOI:10.1021/jo300865d