Technology Process of (Z)-(4R,5R,6S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,7-dimethyl-undeca-8,10-dienal
There total 6 articles about (Z)-(4R,5R,6S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,7-dimethyl-undeca-8,10-dienal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 95 percent / Et3N / CH2Cl2 / 0.5 h / 0 °C
2.1: 95 percent / HF-pyridine; pyridine / tetrahydrofuran / 12 h / 20 °C
3.1: Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C
4.1: Mg; 1,2-dibromoethane / tetrahydrofuran / 1 h / 20 °C
4.2: 1.83 g / tetrahydrofuran / 10 h / 20 °C
5.1: 91 percent / NaH; TBAI / tetrahydrofuran
6.1: ozone; pyridine / methanol; CH2Cl2 / -78 °C
6.2: dimethyl sulfide / methanol; CH2Cl2
7.1: CrCl2 / tetrahydrofuran / 16 h / 20 °C
8.1: NaH / tetrahydrofuran / 0 - 20 °C
9.1: 83 percent / HF-pyridine; pyridine / tetrahydrofuran / 12 h / 20 °C
10.1: 100 percent / Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C
With
pyridine; chromium dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; ozone; magnesium; ethylene dibromide; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane;
3.1: Dess-Martin oxidation / 4.2: Grignard reaction / 7.1: Nozaki-Hiyama reaction / 10.1: Dess-Martin oxidation;
DOI:10.1016/S0968-0896(03)00186-X
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 91 percent / NaH; TBAI / tetrahydrofuran
2.1: ozone; pyridine / methanol; CH2Cl2 / -78 °C
2.2: dimethyl sulfide / methanol; CH2Cl2
3.1: CrCl2 / tetrahydrofuran / 16 h / 20 °C
4.1: NaH / tetrahydrofuran / 0 - 20 °C
5.1: 83 percent / HF-pyridine; pyridine / tetrahydrofuran / 12 h / 20 °C
6.1: 100 percent / Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C
With
pyridine; chromium dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; ozone;
In
tetrahydrofuran; methanol; dichloromethane;
3.1: Nozaki-Hiyama reaction / 6.1: Dess-Martin oxidation;
DOI:10.1016/S0968-0896(03)00186-X