Technology Process of (4S,5S,6S)-4,5,6,7-Tetrakis-benzyloxy-3,3-difluoro-2-oxo-heptanoic acid ethyl ester
There total 5 articles about (4S,5S,6S)-4,5,6,7-Tetrakis-benzyloxy-3,3-difluoro-2-oxo-heptanoic acid ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(5S,6S,7S)-5,6,7,8-Tetrakis-benzyloxy-2-ethoxy-4,4-difluoro-oct-1-en-3-one;
With
ozone;
In
ethanol; dichloromethane;
at -78 ℃;
for 1h;
With
dimethylsulfide;
In
ethanol; dichloromethane;
at -78 - 20 ℃;
Further stages.;
DOI:10.1016/j.tet.2004.06.048
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 74 percent / Zn / tetrahydrofuran / 2 h / Heating
2.1: NaH; BuNI / dimethylformamide / 0 - 20 °C
3.1: 90 percent / t-BuLi / tetrahydrofuran; various solvent(s) / 1 h / -78 °C
4.1: O3 / CH2Cl2; ethanol / 1 h / -78 °C
4.2: 73 percent / Me2S / CH2Cl2; ethanol / -78 - 20 °C
With
tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; zinc;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
1.1: Reformatsky reaction;
DOI:10.1016/j.tet.2004.06.048
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 85 percent / HgCl2; CaCO3 / acetonitrile; H2O / 2 h / 20 °C
2.1: 74 percent / Zn / tetrahydrofuran / 2 h / Heating
3.1: NaH; BuNI / dimethylformamide / 0 - 20 °C
4.1: 90 percent / t-BuLi / tetrahydrofuran; various solvent(s) / 1 h / -78 °C
5.1: O3 / CH2Cl2; ethanol / 1 h / -78 °C
5.2: 73 percent / Me2S / CH2Cl2; ethanol / -78 - 20 °C
With
tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; calcium carbonate; mercury dichloride; zinc;
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
2.1: Reformatsky reaction;
DOI:10.1016/j.tet.2004.06.048
