Technology Process of (2E,5S,6S,7R,8E)-((2S,3S)-1-(benzyloxy)-3-methyl-1-oxopentan-2-yl) 7-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)-2,6,8-trimethyldeca-2,8-dienoate
There total 10 articles about (2E,5S,6S,7R,8E)-((2S,3S)-1-(benzyloxy)-3-methyl-1-oxopentan-2-yl) 7-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)-2,6,8-trimethyldeca-2,8-dienoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2S,3S)-benzyl 2-(2-(diethoxyphosphoryl)propanoyloxy)-3-methylpentanoate;
With
N-ethyl-N,N-diisopropylamine; lithium chloride;
In
acetonitrile;
at 20 ℃;
for 0.333333h;
C18H36O4Si;
In
acetonitrile;
at 20 ℃;
for 20h;
DOI:10.1016/j.tetlet.2014.04.079
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / 0 - 20 °C
2.1: lithium borohydride / tetrahydrofuran; methanol / 1 h / 0 - 20 °C
3.1: triethylamine; sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 1 h / 0 °C
4.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.17 h / 0 °C
4.2: 0.75 h / -78 - 0 °C
4.3: 2 h / -78 °C
5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C
6.1: lithium borohydride / tetrahydrofuran; methanol / 1 h / 0 °C
7.1: triethylamine; sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 1 h / 0 °C
8.1: N-ethyl-N,N-diisopropylamine; lithium chloride / acetonitrile / 0.33 h / 20 °C
8.2: 20 h / 20 °C
With
2,6-dimethylpyridine; lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; sulfur trioxide pyridine complex; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/j.tetlet.2014.04.079
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triethylamine; sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 1 h / 0 °C
2.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.17 h / 0 °C
2.2: 0.75 h / -78 - 0 °C
2.3: 2 h / -78 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C
4.1: lithium borohydride / tetrahydrofuran; methanol / 1 h / 0 °C
5.1: triethylamine; sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 1 h / 0 °C
6.1: N-ethyl-N,N-diisopropylamine; lithium chloride / acetonitrile / 0.33 h / 20 °C
6.2: 20 h / 20 °C
With
lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; sulfur trioxide pyridine complex; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/j.tetlet.2014.04.079