Technology Process of stereocalpin A
There total 10 articles about stereocalpin A which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C31H42N2O6;
With
hydrogenchloride;
In
methanol; water;
at 0 - 40 ℃;
With
Dess-Martin periodane;
In
dichloromethane;
at 20 - 40 ℃;
DOI:10.1021/acs.joc.8b00118
- Guidance literature:
-
With
caesium carbonate;
In
N,N-dimethyl-formamide;
at 23 ℃;
for 24h;
stereoselective reaction;
Inert atmosphere;
DOI:10.1021/ol900412u
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: palladium 10% on activated carbon / ethanol / 3 h / 20 °C
2.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 1 h / -78 °C / Inert atmosphere
2.2: 0.5 h / 0 °C / Inert atmosphere
3.1: N-ethyl-N,N-diisopropylamine / 1,2-dichloro-ethane / 20 - 40 °C / Inert atmosphere
4.1: pyridine; pyridine hydrofluoride / tetrahydrofuran / 2 h / 0 - 20 °C
4.2: 2 h / 0 °C
4.3: 1 h / 20 °C
5.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 2 h / 0 - 20 °C
6.1: lithium hydroxide monohydrate; dihydrogen peroxide / water; tetrahydrofuran / 1 h / 0 - 20 °C
7.1: palladium 10% on activated carbon / methanol / 1.5 h / 20 °C
7.2: 2 h / 20 °C
8.1: hydrogenchloride / water; methanol / 0 - 40 °C
8.2: 20 - 40 °C
With
pyridine; hydrogenchloride; oxalyl dichloride; lithium hydroxide monohydrate; pyridine hydrofluoride; palladium 10% on activated carbon; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; HATU;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; 1,2-dichloro-ethane;
DOI:10.1021/acs.joc.8b00118