Technology Process of (S)-3-((2S,3R)-3-hydroxy-2-(2-methoxy-4-((E)-prop-1-enyl)phenoxy)-3-(3,4,5-trimethoxyphenyl)propanoyl)-4-isopropyl-5,5-diphenyloxazolidin-2-one
There total 6 articles about (S)-3-((2S,3R)-3-hydroxy-2-(2-methoxy-4-((E)-prop-1-enyl)phenoxy)-3-(3,4,5-trimethoxyphenyl)propanoyl)-4-isopropyl-5,5-diphenyloxazolidin-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S,E)-4-isopropyl-3-(2-(2-methoxy-4-(prop-1-enyl)phenoxy)acetyl)-5,5-diphenyloxazolidin-2-one;
With
di-n-butylboryl trifluoromethanesulfonate;
In
dichloromethane;
at 0 - 20 ℃;
for 0.25h;
Inert atmosphere;
With
N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at 20 ℃;
for 0.5h;
Inert atmosphere;
3,4,5-trimethoxy-benzaldehyde;
In
dichloromethane;
at -78 - 0 ℃;
for 4.75h;
diastereoselective reaction;
Inert atmosphere;
DOI:10.1055/s-0031-1290678
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: dichloro bis(acetonitrile) palladium(II) / dichloromethane / 24 h / 20 °C / Inert atmosphere
2.1: sodium hydroxide / methanol; dichloromethane / 3 h / 20 °C / Inert atmosphere
2.2: 0 °C / pH 2 - 3 / Inert atmosphere
3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / Inert atmosphere
4.1: n-butyllithium / tetrahydrofuran; toluene / 0.33 h / 0 °C / Inert atmosphere
4.2: 3.33 h / -78 - 20 °C / Inert atmosphere
5.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.25 h / 0 - 20 °C / Inert atmosphere
5.2: 0.5 h / 20 °C / Inert atmosphere
5.3: 4.75 h / -78 - 0 °C / Inert atmosphere
With
dichloro bis(acetonitrile) palladium(II); n-butyllithium; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; N,N-dimethyl-formamide; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
5.1: Aldol condensation / 5.2: Aldol condensation / 5.3: Aldol condensation;
DOI:10.1055/s-0031-1290678
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium hydroxide / methanol; dichloromethane / 3 h / 20 °C / Inert atmosphere
1.2: 0 °C / pH 2 - 3 / Inert atmosphere
2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; toluene / 0.33 h / 0 °C / Inert atmosphere
3.2: 3.33 h / -78 - 20 °C / Inert atmosphere
4.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.25 h / 0 - 20 °C / Inert atmosphere
4.2: 0.5 h / 20 °C / Inert atmosphere
4.3: 4.75 h / -78 - 0 °C / Inert atmosphere
With
n-butyllithium; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; N,N-dimethyl-formamide; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
4.1: Aldol condensation / 4.2: Aldol condensation / 4.3: Aldol condensation;
DOI:10.1055/s-0031-1290678
