Technology Process of (2R,6S)-2-((tert-butyldiphenylsilyloxy)methyl)-6-hexyldihydro-2H-pyran-3(4H)-one
There total 9 articles about (2R,6S)-2-((tert-butyldiphenylsilyloxy)methyl)-6-hexyldihydro-2H-pyran-3(4H)-one which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide;
In
dichloromethane;
at 20 ℃;
for 18h;
Molecular sieve;
DOI:10.1016/j.tetlet.2009.07.041
- Guidance literature:
-
Multi-step reaction with 7 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
With
1H-imidazole; dmap; n-butyllithium; tetrapropylammonium perruthennate; palladium 10% on activated carbon; 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 6 steps
1.1: toluene / 5 h / 185 °C / Sealed tube
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / 0 °C
2.2: 0.33 h
3.1: palladium 10% on activated carbon; hydrogen / methanol / 10 h
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h / 20 °C
5.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 0.5 h / 20 °C
6.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 18 h / 20 °C / Molecular sieve
With
1H-imidazole; dmap; n-butyllithium; tetrapropylammonium perruthennate; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
1.1: |Claisen Rearrangement / 2.2: |Wittig Olefination;
DOI:10.1016/j.tet.2012.08.094
