Technology Process of C18H24INO4
There total 4 articles about C18H24INO4 which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
N-(phenylmethoxy)-2-methyl-N-(2-propen-1-yl)-2-propenamide;
With
(3aR,3a’R,8aS,8a’S)-2,2’-(cyclopropane-1,1-diyl)bis(3a,8a-dihydro-8H-indeno[1,2-d]-oxazole); zinc trifluoromethanesulfonate;
In
dichloromethane;
at 20 ℃;
for 1h;
Inert atmosphere;
ethyl iodoacetae;
With
triethyl borane;
In
hexane; dichloromethane;
at -78 ℃;
for 70h;
Overall yield = 83 %; enantioselective reaction;
DOI:10.1021/jo3015227
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: trifluoroacetic acid / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere
2.1: triethylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere
3.1: (3aR,3a’R,8aS,8a’S)-2,2’-(cyclopropane-1,1-diyl)bis(3a,8a-dihydro-8H-indeno[1,2-d]-oxazole); zinc trifluoromethanesulfonate / dichloromethane / 1 h / 20 °C / Inert atmosphere
3.2: 70 h / -78 °C
With
(3aR,3a’R,8aS,8a’S)-2,2’-(cyclopropane-1,1-diyl)bis(3a,8a-dihydro-8H-indeno[1,2-d]-oxazole); zinc trifluoromethanesulfonate; triethylamine; trifluoroacetic acid;
In
dichloromethane;
DOI:10.1021/jo3015227
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: caesium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C
2.1: trifluoroacetic acid / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere
3.1: triethylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere
4.1: (3aR,3a’R,8aS,8a’S)-2,2’-(cyclopropane-1,1-diyl)bis(3a,8a-dihydro-8H-indeno[1,2-d]-oxazole); zinc trifluoromethanesulfonate / dichloromethane / 1 h / 20 °C / Inert atmosphere
4.2: 70 h / -78 °C
With
(3aR,3a’R,8aS,8a’S)-2,2’-(cyclopropane-1,1-diyl)bis(3a,8a-dihydro-8H-indeno[1,2-d]-oxazole); zinc trifluoromethanesulfonate; caesium carbonate; triethylamine; trifluoroacetic acid;
In
dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo3015227
