Technology Process of 2'-C-methylcytidine-5'-[2-[(3-trityloxy-2,2-dimethyl-1-oxopropyl)thio]ethyl-N-benzylphosphoramidate]
There total 12 articles about 2'-C-methylcytidine-5'-[2-[(3-trityloxy-2,2-dimethyl-1-oxopropyl)thio]ethyl-N-benzylphosphoramidate] which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
triethylammonium 2-(2,2-dimethyl-3-(trityloxy)propanoylthio)ethyl phosphonate;
With
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
acetonitrile;
at 41 - 46 ℃;
benzylamine;
In
tetrachloromethane; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: dichloromethane / 1.5 h / 15 - 25 °C / Inert atmosphere; Large scale; Green chemistry
2: phosphorous acid; pivaloyl chloride / dichloromethane / 2 h / 20 - 25 °C / Inert atmosphere; Large scale; Green chemistry
3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; pyridine / acetonitrile / 4 h / 41 - 46 °C / Inert atmosphere; Green chemistry
4: tetrachloromethane / acetonitrile / 1 h / 20 °C / Inert atmosphere; Green chemistry
5: citric acid / acetonitrile; water; ethyl acetate / pH 4 / Inert atmosphere; Green chemistry
With
pyridine; tetrachloromethane; pivaloyl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; citric acid; phosphorous acid;
In
dichloromethane; water; ethyl acetate; acetonitrile;
4: |Atherton-Todd Synthesis;
DOI:10.1021/op500042u
- Guidance literature:
-
Multi-step reaction with 6 steps
1: dichloromethane / 1 h / 20 - 25 °C / Inert atmosphere; Large scale; Green chemistry
2: dichloromethane / 1.5 h / 15 - 25 °C / Inert atmosphere; Large scale; Green chemistry
3: phosphorous acid; pivaloyl chloride / dichloromethane / 2 h / 20 - 25 °C / Inert atmosphere; Large scale; Green chemistry
4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; pyridine / acetonitrile / 4 h / 41 - 46 °C / Inert atmosphere; Green chemistry
5: tetrachloromethane / acetonitrile / 1 h / 20 °C / Inert atmosphere; Green chemistry
6: citric acid / acetonitrile; water; ethyl acetate / pH 4 / Inert atmosphere; Green chemistry
With
pyridine; tetrachloromethane; pivaloyl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; citric acid; phosphorous acid;
In
dichloromethane; water; ethyl acetate; acetonitrile;
5: |Atherton-Todd Synthesis;
DOI:10.1021/op500042u