Technology Process of (2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-triisopropylsilanyloxy-ethyl]-2-methyl-oxirane-2-carbaldehyde
There total 1 articles about (2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-triisopropylsilanyloxy-ethyl]-2-methyl-oxirane-2-carbaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 90 percent / DIBAL / -78 °C
2: 80 percent / (+)-DIPT; Ti(O-i-Pr)4; TBHP / MS 4 Angstroem / CH2Cl2 / 6 h / -20 °C
3: TPAP; NMO; MS 4 Angstroem / CH2Cl2 / 0.5 h / 20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; L-(+)-diisopropyl tartrate; MS 4 Angstroem; diisobutylaluminium hydride;
MS 4 Angstroem;
In
dichloromethane;
4: Sharpless asymmetric epoxidation;
DOI:10.1021/ja034332q
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 837 mg / tetrahydrofuran / 0.5 h / -20 °C
2: 99 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -20 °C
3: 93 percent / TiCl4 / CH2Cl2 / 0.33 h / -78 °C
4: 82 percent / HCl; ethylene glycol / diethyl ether; tetrahydrofuran
5: 82 percent / KH / tetrahydrofuran / 2 h / Heating
6: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C
7: 84 percent / HCl / diethyl ether / 2 h / 20 °C
With
2,6-dimethylpyridine; hydrogenchloride; tetrabutyl ammonium fluoride; titanium tetrachloride; potassium hydride; ethylene glycol;
In
tetrahydrofuran; diethyl ether; dichloromethane;
3: Tsuchihashi-Suzuki rearrangement;
DOI:10.1021/ja034332q
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 837 mg / tetrahydrofuran / 0.5 h / -20 °C
2: 99 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -20 °C
3: 93 percent / TiCl4 / CH2Cl2 / 0.33 h / -78 °C
4: 82 percent / HCl; ethylene glycol / diethyl ether; tetrahydrofuran
5: 82 percent / KH / tetrahydrofuran / 2 h / Heating
6: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C
With
2,6-dimethylpyridine; hydrogenchloride; tetrabutyl ammonium fluoride; titanium tetrachloride; potassium hydride; ethylene glycol;
In
tetrahydrofuran; diethyl ether; dichloromethane;
3: Tsuchihashi-Suzuki rearrangement;
DOI:10.1021/ja034332q
