Technology Process of (S)-3-(Iodomethyl-dimethyl-silanyloxy)-2,2-dimethyl-cyclohexanone
There total 1 articles about (S)-3-(Iodomethyl-dimethyl-silanyloxy)-2,2-dimethyl-cyclohexanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 96 percent / imidazole / CH2Cl2 / 1.5 h
2: 98 percent / NaI / acetone / 10 h / Heating
With
1H-imidazole; sodium iodide;
In
dichloromethane; acetone;
DOI:10.1016/j.tetlet.2004.09.143
- Guidance literature:
-
(S)-3-(Iodomethyl-dimethyl-silanyloxy)-2,2-dimethyl-cyclohexanone;
With
tert.-butyl lithium;
In
tetrahydrofuran;
at -78 ℃;
for 0.0833333h;
With
potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate;
In
tetrahydrofuran; methanol;
at 20 ℃;
for 10h;
Further stages.;
DOI:10.1016/j.tetlet.2007.07.179
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: tBuLi / tetrahydrofuran / 0.08 h / -78 °C
1.2: H2O2; KHCO3; KF / tetrahydrofuran; methanol / 10 h / 20 °C
2.1: CSA / 1 h / 20 °C
2.2: Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C
3.1: TMSOTf; DIPEA / CH2Cl2 / 2 h / -20 °C
3.2: MeLi / tetrahydrofuran / 0.5 h / 20 °C
3.3: tetrahydrofuran / 9 h / 0 - 20 °C
4.1: H2NNH2; Et3N / ethanol / 120 h / Heating
4.2: I2; DBU / diethyl ether; benzene / 2 h / Heating
5.1: 94 percent / PTSA / methanol; H2O / 12 h / Heating
6.1: 100 percent / CSA / CH2Cl2 / 1 h / 20 °C
With
trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; tert.-butyl lithium; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; hydrazine;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water;
1.2: Tamao oxidation reaction / 2.2: Dess-Martin oxidation reaction;
DOI:10.1016/j.tetlet.2007.07.179