Technology Process of (4R)-3-[(2R,3S)-1-oxo-2-[(R)-1-(benzyloxymethyl)propyl-1-oxy]-3-hydroxy-5-hexenyl]-4-benzyl-1,3-oxazolidinone
There total 5 articles about (4R)-3-[(2R,3S)-1-oxo-2-[(R)-1-(benzyloxymethyl)propyl-1-oxy]-3-hydroxy-5-hexenyl]-4-benzyl-1,3-oxazolidinone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(4R)-3-[1-oxo-2-[(R)-1-(benzyloxymethyl)propyl-1-oxy]ethyl]-4-benzyl-1,3-oxazolidinone;
With
titanium tetrachloride; N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at -78 ℃;
for 2h;
3-butenal;
In
dichloromethane;
at -78 ℃;
for 1.5h;
DOI:10.1016/S0040-4020(02)00040-6
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 100 percent / CuI / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C
2.1: NaH / tetrahydrofuran / 0.5 h / 0 - 25 °C
2.2: 85 percent / NaH / tetrahydrofuran / 3 h / 25 °C
3.1: Et3N / diethyl ether / -78 - 0 °C
4.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C
4.2: 21.6 g / tetrahydrofuran; diethyl ether; hexane / 1.25 h / -78 - 0 °C
5.1: TiCl4; diisopropylethylamine / CH2Cl2 / 2 h / -78 °C
5.2: 58 percent / CH2Cl2 / 1.5 h / -78 °C
With
copper(l) iodide; n-butyllithium; titanium tetrachloride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1016/S0040-4020(02)00040-6
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: NaH / tetrahydrofuran / 0.5 h / 0 - 25 °C
1.2: 85 percent / NaH / tetrahydrofuran / 3 h / 25 °C
2.1: Et3N / diethyl ether / -78 - 0 °C
3.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C
3.2: 21.6 g / tetrahydrofuran; diethyl ether; hexane / 1.25 h / -78 - 0 °C
4.1: TiCl4; diisopropylethylamine / CH2Cl2 / 2 h / -78 °C
4.2: 58 percent / CH2Cl2 / 1.5 h / -78 °C
With
n-butyllithium; titanium tetrachloride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1016/S0040-4020(02)00040-6
