Technology Process of (R,E)-methyl-6-methyl-3-[(R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyloxy]nona-6,8-dienoate
There total 6 articles about (R,E)-methyl-6-methyl-3-[(R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyloxy]nona-6,8-dienoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid;
With
dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine;
In
toluene;
at 20 ℃;
for 0.5h;
Inert atmosphere;
(R,E)-methyl 3-hydroxy-6-methylnona-6,8-dienoate;
In
toluene;
at 20 ℃;
for 4h;
Inert atmosphere;
DOI:10.1021/jo400929m
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: zirconocene dichloride / 1,2-dichloro-ethane / 24 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 0 °C / Inert atmosphere
2.1: tetrakis(triphenylphosphine) palladium(0) / toluene / 3 h / 0 - 20 °C / Inert atmosphere
3.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2 h / -78 - 0 °C / Inert atmosphere
4.1: titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / -40 °C / Inert atmosphere
4.2: 0.33 h / -78 - -40 °C / Inert atmosphere
5.1: 1H-imidazole / 0 - 20 °C / Inert atmosphere
6.1: triethylamine; dmap; 2,4,6-trichlorobenzoyl chloride / toluene / 0.5 h / 20 °C / Inert atmosphere
6.2: 4 h / 20 °C / Inert atmosphere
With
1H-imidazole; dmap; tetrakis(triphenylphosphine) palladium(0); zirconocene dichloride; oxalyl dichloride; 2,4,6-trichlorobenzoyl chloride; titanium tetrachloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine;
In
dichloromethane; 1,2-dichloro-ethane; toluene;
1.1: |Negishi Coupling / 2.1: |Kumada Cross-Coupling / 3.1: |Swern Oxidation / 4.2: |Aldol Addition;
DOI:10.1021/jo400929m
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / -40 °C / Inert atmosphere
1.2: 0.33 h / -78 - -40 °C / Inert atmosphere
2.1: 1H-imidazole / 0 - 20 °C / Inert atmosphere
3.1: triethylamine; dmap; 2,4,6-trichlorobenzoyl chloride / toluene / 0.5 h / 20 °C / Inert atmosphere
3.2: 4 h / 20 °C / Inert atmosphere
With
1H-imidazole; dmap; 2,4,6-trichlorobenzoyl chloride; titanium tetrachloride; triethylamine; N-ethyl-N,N-diisopropylamine;
In
dichloromethane; toluene;
1.2: |Aldol Addition;
DOI:10.1021/jo400929m
