Technology Process of (3S,5R)-5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoic acid tert-butyl ester
There total 11 articles about (3S,5R)-5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoic acid tert-butyl ester which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
(4R,5S)-4-methyl-3-((R)-4-methylheptanoyl)-5-phenyloxazolidin-2-one;
With
sodium hexamethyldisilazane;
In
tetrahydrofuran;
at -50 ℃;
for 0.5h;
bromoacetic acid tert-butyl ester;
In
tetrahydrofuran;
at -50 - 20 ℃;
- Guidance literature:
-
(4R,5S)-4-methyl-3-((R)-4-methylheptanoyl)-5-phenyloxazolidin-2-one;
With
sodium hexamethyldisilazane;
In
tetrahydrofuran;
at -50 ℃;
for 0.5h;
bromoacetic acid tert-butyl ester;
In
tetrahydrofuran;
at -50 - 20 ℃;
for 20h;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: potassium carbonate / toluene / 110 °C / Inert atmosphere; Large scale reaction
2.1: pivaloyl chloride; triethylamine / tetrahydrofuran / 2 h / 0 - 5 °C / Inert atmosphere; Large scale reaction
2.2: 16 h / 10 - 20 °C / Inert atmosphere; Large scale reaction
3.1: lithium diisopropyl amide / tetrahydrofuran; hexane / -55 °C / Inert atmosphere; Large scale reaction
3.2: -50 °C / Inert atmosphere; Large scale reaction
With
pivaloyl chloride; potassium carbonate; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; toluene;
DOI:10.1021/op2001832
