Technology Process of (6S,9R,10S,11S,7E)-11-[(S)-1-(benzyloxy)propan-2-yl]-9-(4-methoxybenzyloxy)-2,2,6,10,13,13,14,14-octamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-7-ene
There total 10 articles about (6S,9R,10S,11S,7E)-11-[(S)-1-(benzyloxy)propan-2-yl]-9-(4-methoxybenzyloxy)-2,2,6,10,13,13,14,14-octamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-7-ene which
guide to synthetic route it.
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synthetic route:
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1269830-03-6
(6S,9R,10S,11S,7E)-11-[(S)-1-(benzyloxy)propan-2-yl]-9-(4-methoxybenzyloxy)-2,2,6,10,13,13,14,14-octamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-7-ene
- Guidance literature:
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With
lithium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 - 20 ℃;
for 23h;
DOI:10.1039/c0ob00491j
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1269830-03-6
(6S,9R,10S,11S,7E)-11-[(S)-1-(benzyloxy)propan-2-yl]-9-(4-methoxybenzyloxy)-2,2,6,10,13,13,14,14-octamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-7-ene
- Guidance literature:
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Multi-step reaction with 5 steps
1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 3 h / -78 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C
2.2: 4 h / 0 °C
3.1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C
4.1: 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride / acetonitrile / 0.25 h / 0 °C
5.1: lithium hexamethyldisilazane / tetrahydrofuran / 23 h / -78 - 20 °C
With
2,6-dimethylpyridine; 2,4,6-trimethyl-pyridine; sodium hydride; diisobutylaluminium hydride; trifluoroacetic anhydride; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
4.1: Pummerer reaction;
DOI:10.1039/c0ob00491j
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1269830-03-6
(6S,9R,10S,11S,7E)-11-[(S)-1-(benzyloxy)propan-2-yl]-9-(4-methoxybenzyloxy)-2,2,6,10,13,13,14,14-octamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-7-ene
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine / dichloromethane; dimethyl sulfoxide / 1 h / -78 °C
2.1: samarium diiodide / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere
2.2: 1.5 h / -78 °C / Inert atmosphere
3.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 3 h / -78 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C
4.2: 4 h / 0 °C
5.1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C
6.1: 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride / acetonitrile / 0.25 h / 0 °C
7.1: lithium hexamethyldisilazane / tetrahydrofuran / 23 h / -78 - 20 °C
With
2,6-dimethylpyridine; 2,4,6-trimethyl-pyridine; samarium diiodide; sulfur trioxide pyridine complex; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;
2.1: Reformatsky reaction / 6.1: Pummerer reaction;
DOI:10.1039/c0ob00491j