Technology Process of (4S)-3-[(2S,3S)-2-(biphenyl-4-ylmethoxy)-3-hydroxy-2-methylpentanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one
There total 5 articles about (4S)-3-[(2S,3S)-2-(biphenyl-4-ylmethoxy)-3-hydroxy-2-methylpentanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C27H27NO4;
With
lithium diisopropyl amide;
In
tetrahydrofuran; n-heptane; ethylbenzene;
at -78 ℃;
Inert atmosphere;
With
triisopropoxytitanium(IV) chloride;
In
tetrahydrofuran; n-heptane; ethylbenzene;
at -40 ℃;
Inert atmosphere;
propionaldehyde;
In
tetrahydrofuran; n-heptane; ethylbenzene;
at -78 - -40 ℃;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 2 h / -20 - 50 °C / Inert atmosphere
2.1: water; lithium hydroxide / tetrahydrofuran / 18 h / 25 °C / Inert atmosphere
3.1: thionyl chloride / 1 h / 65 °C / Inert atmosphere
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
4.2: 3.5 h / -78 - 25 °C / Inert atmosphere
5.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.5 h / -78 °C / Inert atmosphere
5.2: 1 h / -40 °C / Inert atmosphere
5.3: 2 h / -78 - -40 °C / Inert atmosphere
With
n-butyllithium; thionyl chloride; water; sodium hydride; lithium hydroxide; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; n-heptane; ethylbenzene; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmcl.2012.01.140
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: water; lithium hydroxide / tetrahydrofuran / 18 h / 25 °C / Inert atmosphere
2.1: thionyl chloride / 1 h / 65 °C / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
3.2: 3.5 h / -78 - 25 °C / Inert atmosphere
4.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.5 h / -78 °C / Inert atmosphere
4.2: 1 h / -40 °C / Inert atmosphere
4.3: 2 h / -78 - -40 °C / Inert atmosphere
With
n-butyllithium; thionyl chloride; water; lithium hydroxide; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; n-heptane; ethylbenzene;
DOI:10.1016/j.bmcl.2012.01.140
