Technology Process of 3-azido-3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-benzylcarbamoyl-α-D-glucofuranose
There total 4 articles about 3-azido-3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-benzylcarbamoyl-α-D-glucofuranose which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3S)-3-C-azido-3-C-carboxy-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-ribo-hexose;
With
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at 20 ℃;
for 0.25h;
Molecular sieve;
Inert atmosphere;
benzylamine;
In
dichloromethane;
at 20 ℃;
Molecular sieve;
Inert atmosphere;
DOI:10.1039/c3ob41462k
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 3.3 h / -78 °C / Inert atmosphere
2.1: sodium azide; tetra-(n-butyl)ammonium iodide; sodium hydroxide / 1,4-dioxane; water / 1 h / 20 °C
3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 20 °C / Molecular sieve; Inert atmosphere
3.2: 20 °C / Molecular sieve; Inert atmosphere
With
sodium azide; tetra-(n-butyl)ammonium iodide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water;
DOI:10.1039/c3ob41462k
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: pyridinium chlorochromate
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 3.3 h / -78 °C / Inert atmosphere
3.1: sodium azide; tetra-(n-butyl)ammonium iodide; sodium hydroxide / 1,4-dioxane; water / 1 h / 20 °C
4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 20 °C / Molecular sieve; Inert atmosphere
4.2: 20 °C / Molecular sieve; Inert atmosphere
With
sodium azide; tetra-(n-butyl)ammonium iodide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; sodium hydroxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water;
DOI:10.1039/c3ob41462k
