Technology Process of dimethyl (4,4'-biphenyldiylbis(1H-imidazole-4,2-diyl((2S,5S)-5-methyl-2,1-pyrrolidinediyl)((1S)-1-((2R,4r,6S)-2,6-dimethyltetrahydro-2H-pyran-4-yl)-2-oxo-2,1-ethanediyl)))biscarbamate
There total 11 articles about dimethyl (4,4'-biphenyldiylbis(1H-imidazole-4,2-diyl((2S,5S)-5-methyl-2,1-pyrrolidinediyl)((1S)-1-((2R,4r,6S)-2,6-dimethyltetrahydro-2H-pyran-4-yl)-2-oxo-2,1-ethanediyl)))biscarbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
N-ethyl-N,N-diisopropylamine; HATU;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 3h;
- Guidance literature:
-
Multi-step reaction with 10 steps
1: hydrogen / palladium 10% on activated carbon / ethanol / 72 h / 20 °C / 3620.13 Torr
2: triphenylphosphine; diethylazodicarboxylate / benzene / 18 h / 20 °C
3: water; lithium hydroxide / tetrahydrofuran / 16 h / 20 °C
4: pyridine / dichloromethane / 84 h / 20 °C
5: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 5 h / 20 - 100 °C
6: hydrogenchloride / water; tetrahydrofuran / 4 h / 20 °C
7: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C
8: Chiralpak AS-H column / n-heptane; ethanol / Resolution of racemate
9: hydrogen / palladium 10% on activated carbon / methanol / 15 h / 20 °C / 2068.65 Torr
10: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 3 h / 20 °C
With
pyridine; hydrogenchloride; water; hydrogen; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; lithium hydroxide; lithium hexamethyldisilazane; diethylazodicarboxylate;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; ethanol; n-heptane; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene;
- Guidance literature:
-
Multi-step reaction with 9 steps
1: triphenylphosphine; diethylazodicarboxylate / benzene / 18 h / 20 °C
2: water; lithium hydroxide / tetrahydrofuran / 16 h / 20 °C
3: pyridine / dichloromethane / 84 h / 20 °C
4: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 5 h / 20 - 100 °C
5: hydrogenchloride / water; tetrahydrofuran / 4 h / 20 °C
6: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C
7: Chiralpak AS-H column / n-heptane; ethanol / Resolution of racemate
8: hydrogen / palladium 10% on activated carbon / methanol / 15 h / 20 °C / 2068.65 Torr
9: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 3 h / 20 °C
With
pyridine; hydrogenchloride; water; hydrogen; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; lithium hydroxide; lithium hexamethyldisilazane; diethylazodicarboxylate;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; ethanol; n-heptane; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene;