Technology Process of N1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-8-bromoinosine
There total 3 articles about N1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-8-bromoinosine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-8-bromoinosine;
With
1,8-diazabicyclo[5.4.0]undec-7-ene;
In
dichloromethane;
for 0.5h;
1,2,3,5-tetraacetylribose;
With
trimethylsilyl trifluoromethanesulfonate;
In
dichloromethane;
at -78 - 20 ℃;
stereoselective reaction;
DOI:10.1021/jo202319f
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: disodium hydrogenphosphate; bromine / 1,4-dioxane; water / 16 h / Darkness
2.1: sodium nitrite / water; acetic acid / 16 h
3.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h
4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h
4.2: -78 - 20 °C
With
1H-imidazole; disodium hydrogenphosphate; bromine; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium nitrite;
In
1,4-dioxane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jo202319f
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: sodium nitrite / water; acetic acid / 16 h
2.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h
3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h
3.2: -78 - 20 °C
With
1H-imidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium nitrite;
In
dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jo202319f
