Technology Process of tert-butyldiphenyl(((2S,7S)-7-propyloxepan-2-yl)methoxy)silane
There total 11 articles about tert-butyldiphenyl(((2S,7S)-7-propyloxepan-2-yl)methoxy)silane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2R,7S)-2-((tert-butyldiphenylsilyloxy)methyl)-7-propyloxepan-3-one;
With
toluene-4-sulfonic acid; toluene-4-sulfonic acid hydrazide;
In
methanol;
at 70 ℃;
for 12h;
Molecular sieve;
With
sodium cyanoborohydride; toluene-4-sulfonic acid;
In
N,N-dimethyl-formamide;
at 130 ℃;
for 6h;
DOI:10.1016/j.tet.2012.08.094
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: potassium carbonate / methanol
1.2: -30 °C
2.1: mercury(II) diacetate / 96 h / 65 °C / Sealed tube
3.1: toluene / 5 h / 185 °C / Sealed tube
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / 0 °C
4.2: 0.42 h
5.1: palladium 10% on activated carbon; hydrogen / methanol / 10 h
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h / 20 °C
7.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 0.5 h / 20 °C
8.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 18 h / 20 °C / Molecular sieve
9.1: boron trifluoride diethyl etherate / hexane; dichloromethane / -78 °C
9.2: 1 h / 20 °C
10.1: toluene-4-sulfonic acid; toluene-4-sulfonic acid hydrazide / methanol / 12 h / 70 °C / Molecular sieve
10.2: 6 h / 130 °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; potassium carbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; toluene-4-sulfonic acid hydrazide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
3.1: |Claisen Rearrangement / 4.2: |Wittig Olefination / 10.1: |Wolff-Kishner Reduction / 10.2: |Wolff-Kishner Reduction;
DOI:10.1016/j.tet.2012.08.094
- Guidance literature:
-
Multi-step reaction with 9 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: 0.42 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 / -78 °C
8.2: 1 h / 20 °C
9.1: toluene-4-sulfonic acid; toluene-4-sulfonic acid hydrazide / methanol / 12 h / 70 °C / Molecular sieve
9.2: 6 h / 130 °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; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; toluene-4-sulfonic acid hydrazide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
2.1: |Claisen Rearrangement / 3.2: |Wittig Olefination / 9.1: |Wolff-Kishner Reduction / 9.2: |Wolff-Kishner Reduction;
DOI:10.1016/j.tet.2012.08.094
