Technology Process of (3aR,4R,5R,6aS)-5-(tert-butyldiphenylsilyloxy)-4-((S,E)-3-hydroxy-5-phenylpent-1-enyl)hexahydro-2H-cyclopenta[b]furan-2-one
There total 8 articles about (3aR,4R,5R,6aS)-5-(tert-butyldiphenylsilyloxy)-4-((S,E)-3-hydroxy-5-phenylpent-1-enyl)hexahydro-2H-cyclopenta[b]furan-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
(-)-diisopinocamphenylborane chloride;
In
tetrahydrofuran;
at 0 ℃;
for 2h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: dmap; triethylamine / dichloromethane / 4 h / 20 °C / Inert atmosphere
2.1: 1H-imidazole / N,N-dimethyl-formamide / Inert atmosphere
3.1: sulfuric acid / methanol / 4 h / 20 °C / Inert atmosphere
4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 4 h
5.1: triethylamine; lithium chloride / tetrahydrofuran / 1.5 h / -10 °C / Inert atmosphere
5.2: 2.42 h / -10 °C / Inert atmosphere
6.1: (-)-diisopinocamphenylborane chloride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere
With
1H-imidazole; dmap; sulfuric acid; triethylamine; (-)-diisopinocamphenylborane chloride; lithium chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
5.1: Horner-Wadsworth-Emmons Olefination;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 4 h
2.1: triethylamine; lithium chloride / tetrahydrofuran / 1.5 h / -10 °C / Inert atmosphere
2.2: 2.42 h / -10 °C / Inert atmosphere
3.1: (-)-diisopinocamphenylborane chloride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere
With
triethylamine; (-)-diisopinocamphenylborane chloride; lithium chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dimethyl sulfoxide;
2.1: Horner-Wadsworth-Emmons Olefination;