Technology Process of (2E,4S)-3-methyl-4-phenyl-4-(4',4',5',5'-tetramethyl-1’,3’,2’-dioxaborolanyl)hex-2-ene
There total 4 articles about (2E,4S)-3-methyl-4-phenyl-4-(4',4',5',5'-tetramethyl-1’,3’,2’-dioxaborolanyl)hex-2-ene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-N,N-diisopropylcarbamic acid 1-phenylpropyl ester;
With
sec.-butyllithium;
In
diethyl ether; hexane; cyclohexane;
at -78 - -70 ℃;
for 0.25h;
Inert atmosphere;
(2Z)-2-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaborolanyl)but-2-ene;
In
diethyl ether; hexane; cyclohexane;
at -78 ℃;
for 1h;
Inert atmosphere;
With
magnesium bromide;
In
methanol; diethyl ether; hexane; cyclohexane;
for 16h;
Reflux;
Inert atmosphere;
DOI:10.1002/anie.201402995
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium tetrahydroborate / methanol / 2.08 h / 0 - 20 °C
2.1: vinyl acetate / di-isopropyl ether / 48 h / 50 °C / Enzymatic reaction
3.1: N-ethyl-N,N-diisopropylamine / toluene / 1 h / 150 °C / Microwave irradiation; Sealed tube
4.1: sec.-butyllithium / diethyl ether; cyclohexane; hexane / 0.25 h / -78 - -70 °C / Inert atmosphere
4.2: 1 h / -78 °C / Inert atmosphere
4.3: 16 h / Reflux; Inert atmosphere
With
sodium tetrahydroborate; vinyl acetate; sec.-butyllithium; N-ethyl-N,N-diisopropylamine;
In
methanol; diethyl ether; hexane; di-isopropyl ether; cyclohexane; toluene;
DOI:10.1002/anie.201402995
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: N-ethyl-N,N-diisopropylamine / toluene / 1 h / 150 °C / Microwave irradiation; Sealed tube
2.1: sec.-butyllithium / diethyl ether; cyclohexane; hexane / 0.25 h / -78 - -70 °C / Inert atmosphere
2.2: 1 h / -78 °C / Inert atmosphere
2.3: 16 h / Reflux; Inert atmosphere
With
sec.-butyllithium; N-ethyl-N,N-diisopropylamine;
In
diethyl ether; hexane; cyclohexane; toluene;
DOI:10.1002/anie.201402995
