Technology Process of (3R,4S,6R)-1,1-diethoxy-3-hydroxy-4-methyl-5-oxo-6-[(tert-butyl-dimethylsilyl)oxy]-6-phenylhexane
There total 4 articles about (3R,4S,6R)-1,1-diethoxy-3-hydroxy-4-methyl-5-oxo-6-[(tert-butyl-dimethylsilyl)oxy]-6-phenylhexane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(R)-(+)-(1-tert-butyldimethylsilyloxy-1-phenyl)butan-2-one;
With
di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at -78 - 0 ℃;
3,3-diethoxypropanal;
In
dichloromethane;
at -78 - 0 ℃;
DOI:10.1016/S0040-4020(00)00255-6
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: Me3Al / benzene; hexane / 0 - 20 °C
1.2: 93 percent / benzene / 20 °C
2.1: 93 percent / Et3N / CH2Cl2 / 3 h / 0 °C
3.1: 94 percent / tetrahydrofuran; diethyl ether / 5 h / 0 °C
4.1: diisopropylethylamine; dibutylboron triflate / CH2Cl2 / -78 - 0 °C
4.2: 65 percent / CH2Cl2 / -78 - 0 °C
With
di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; benzene;
1.1: Metallation / 1.2: Substitution / 2.1: silylation / 3.1: Grignard reaction / 4.1: Addition / 4.2: Condensation;
DOI:10.1016/S0040-4020(00)00255-6
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 93 percent / Et3N / CH2Cl2 / 3 h / 0 °C
2.1: 94 percent / tetrahydrofuran; diethyl ether / 5 h / 0 °C
3.1: diisopropylethylamine; dibutylboron triflate / CH2Cl2 / -78 - 0 °C
3.2: 65 percent / CH2Cl2 / -78 - 0 °C
With
di-n-butylboryl trifluoromethanesulfonate; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane;
1.1: silylation / 2.1: Grignard reaction / 3.1: Addition / 3.2: Condensation;
DOI:10.1016/S0040-4020(00)00255-6
