Technology Process of (R)-methyl 3-(((1R)-1-(((tert-butyldiphenylsilyl)oxy)methyl)-5,7,8-trimethoxy-2-(4-methoxybenzyl)-6-methyl-3-oxo-1,2,3,4-tetrahydroisoquinolin-4-yl)thio)-2-(((2,2,2-trichloroethoxy)carbonyl)amino)propanoate
There total 18 articles about (R)-methyl 3-(((1R)-1-(((tert-butyldiphenylsilyl)oxy)methyl)-5,7,8-trimethoxy-2-(4-methoxybenzyl)-6-methyl-3-oxo-1,2,3,4-tetrahydroisoquinolin-4-yl)thio)-2-(((2,2,2-trichloroethoxy)carbonyl)amino)propanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran / 6 h / 0 °C / Inert atmosphere
2: water; triphenylphosphine / tetrahydrofuran; water / 3 h / 60 °C / Inert atmosphere
3: methanol / 4 h / Inert atmosphere; Reflux
4: sodium tetrahydroborate / methanol / 2.5 h / 0 - 20 °C / Inert atmosphere
5: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
6: water; potassium carbonate / methanol / 17 h / 20 °C / Inert atmosphere
7: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
8: dichloromethane / 16 h / 20 °C / Inert atmosphere
9: scandium tris(trifluoromethanesulfonate) / dichloromethane / 17 h / Inert atmosphere; Reflux
With
sodium tetrahydroborate; di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; water; sulfur trioxide pyridine complex; potassium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; scandium tris(trifluoromethanesulfonate);
In
tetrahydrofuran; methanol; dichloromethane; water;
1: Mitsunobu reaction / 7: Parikh-Doering oxidation;
DOI:10.1039/c1cc13992d
- Guidance literature:
-
Multi-step reaction with 8 steps
1: water; triphenylphosphine / tetrahydrofuran; water / 3 h / 60 °C / Inert atmosphere
2: methanol / 4 h / Inert atmosphere; Reflux
3: sodium tetrahydroborate / methanol / 2.5 h / 0 - 20 °C / Inert atmosphere
4: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
5: water; potassium carbonate / methanol / 17 h / 20 °C / Inert atmosphere
6: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
7: dichloromethane / 16 h / 20 °C / Inert atmosphere
8: scandium tris(trifluoromethanesulfonate) / dichloromethane / 17 h / Inert atmosphere; Reflux
With
sodium tetrahydroborate; water; sulfur trioxide pyridine complex; potassium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; scandium tris(trifluoromethanesulfonate);
In
tetrahydrofuran; methanol; dichloromethane; water;
6: Parikh-Doering oxidation;
DOI:10.1039/c1cc13992d
- Guidance literature:
-
Multi-step reaction with 7 steps
1: methanol / 4 h / Inert atmosphere; Reflux
2: sodium tetrahydroborate / methanol / 2.5 h / 0 - 20 °C / Inert atmosphere
3: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
4: water; potassium carbonate / methanol / 17 h / 20 °C / Inert atmosphere
5: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
6: dichloromethane / 16 h / 20 °C / Inert atmosphere
7: scandium tris(trifluoromethanesulfonate) / dichloromethane / 17 h / Inert atmosphere; Reflux
With
sodium tetrahydroborate; water; sulfur trioxide pyridine complex; potassium carbonate; dimethyl sulfoxide; triethylamine; scandium tris(trifluoromethanesulfonate);
In
methanol; dichloromethane;
5: Parikh-Doering oxidation;
DOI:10.1039/c1cc13992d