Technology Process of (2S,7S)-2-((tert-butyldiphenylsilyloxy)methyl)-7-hexyloxepan-4-one
There total 10 articles about (2S,7S)-2-((tert-butyldiphenylsilyloxy)methyl)-7-hexyloxepan-4-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2R,6S)-2-((tert-butyldiphenylsilyloxy)methyl)-6-hexyldihydro-2H-pyran-3(4H)-one; diazomethyl-trimethyl-silane;
With
boron trifluoride diethyl etherate;
In
hexane; dichloromethane;
at -78 ℃;
for 0.5h;
With
pyridinium p-toluenesulfonate;
In
methanol;
at 20 ℃;
for 1h;
DOI:10.1016/j.tetlet.2009.07.041
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: mercury(II) diacetate / 96 h / 65 °C / Sealed tube
2.1: toluene / 5 h / 185 °C / Sealed tube
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / 0 °C
3.2: 0.33 h
4.1: palladium 10% on activated carbon; hydrogen / methanol / 10 h
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h / 20 °C
6.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 0.5 h / 20 °C
7.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 18 h / 20 °C / Molecular sieve
8.1: boron trifluoride diethyl etherate / hexane; dichloromethane / 0.5 h / -78 °C
8.2: 1 h / 20 °C
With
1H-imidazole; dmap; n-butyllithium; tetrapropylammonium perruthennate; palladium 10% on activated carbon; boron trifluoride diethyl etherate; mercury(II) diacetate; tetrabutyl ammonium fluoride; hydrogen; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
2.1: |Claisen Rearrangement / 3.2: |Wittig Olefination;
DOI:10.1016/j.tet.2012.08.094
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 0.5 h / 20 °C
2.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 18 h / 20 °C / Molecular sieve
3.1: boron trifluoride diethyl etherate / hexane; dichloromethane / 0.5 h / -78 °C
3.2: 1 h / 20 °C
With
1H-imidazole; dmap; tetrapropylammonium perruthennate; boron trifluoride diethyl etherate; 4-methylmorpholine N-oxide;
In
hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2012.08.094
