Technology Process of 2-Cyclopenten-1-one,
3-chloro-2-[(1S)-3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-1-methylpropyl]-
4-methyl-, (4S)-
There total 12 articles about 2-Cyclopenten-1-one,
3-chloro-2-[(1S)-3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-1-methylpropyl]-
4-methyl-, (4S)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
trichloroisocyanuric acid;
In
diethyl ether; benzene;
at 0 ℃;
for 21h;
DOI:10.1002/anie.200351750
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: diisobutyl aluminium hydride / CH2Cl2 / 0.5 h / -78 °C
2.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C
2.2: tetrahydrofuran / 1.5 h / -78 °C
3.1: HCOOH / diethyl ether / 5.5 h / 20 °C
3.2: NH3 / H2O; methanol / 1.5 h / 20 °C
4.1: 67 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
5.1: SmI2 / tetrahydrofuran / 1 h / 20 °C
5.2: 73 percent / Al2O3
6.1: 71 percent / NEt3 / tetrahydrofuran / 7 h / 20 °C
7.1: 79 percent / trichloroisocyanuric acid / benzene; diethyl ether / 21 h / 0 °C
With
n-butyllithium; formic acid; samarium diiodide; trichloroisocyanuric acid; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; benzene;
6.1: Michael addition;
DOI:10.1002/anie.200351750
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C
1.2: tetrahydrofuran / 1.5 h / -78 °C
2.1: HCOOH / diethyl ether / 5.5 h / 20 °C
2.2: NH3 / H2O; methanol / 1.5 h / 20 °C
3.1: 67 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
4.1: SmI2 / tetrahydrofuran / 1 h / 20 °C
4.2: 73 percent / Al2O3
5.1: 71 percent / NEt3 / tetrahydrofuran / 7 h / 20 °C
6.1: 79 percent / trichloroisocyanuric acid / benzene; diethyl ether / 21 h / 0 °C
With
n-butyllithium; formic acid; samarium diiodide; trichloroisocyanuric acid; Dess-Martin periodane; triethylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; benzene;
5.1: Michael addition;
DOI:10.1002/anie.200351750