Technology Process of (S)-4-benzyl-3-((2R,4E,6R,7R,8E)-7-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyldeca-4,8-dienoyl)oxazolidin-2-one
There total 6 articles about (S)-4-benzyl-3-((2R,4E,6R,7R,8E)-7-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyldeca-4,8-dienoyl)oxazolidin-2-one 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:
-
(4S)-4-benzyl-3-propionyl-1,3-oxazolidin-2-one;
With
sodium hexamethyldisilazane;
In
tetrahydrofuran;
at -80 ℃;
for 1h;
Inert atmosphere;
tert-butyl((2E,4R,5R,6E)-8-iodo-3,5,7-trimethylocta-2,6-dien-4-yloxy)dimethylsilane;
In
tetrahydrofuran;
at -80 - -50 ℃;
for 18h;
Inert atmosphere;
DOI:10.1002/chem.201201879
DOI:10.1002/chem.201201879
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: titanium tetrachloride / dichloromethane / 120 h / -78 - -50 °C / Inert atmosphere
2.1: 2,6-dimethylpyridine / dichloromethane / 0.25 h / 0 - 20 °C / Inert atmosphere
3.1: lithium borohydride / methanol; diethyl ether / 4 h / 0 - 20 °C / Inert atmosphere
4.1: methyltriphenoxyphosphonium iodide / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C / Inert atmosphere
5.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -80 °C / Inert atmosphere
5.2: 18 h / -80 - -50 °C / Inert atmosphere
With
2,6-dimethylpyridine; lithium borohydride; methyltriphenoxyphosphonium iodide; sodium hexamethyldisilazane; titanium tetrachloride;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
1.1: |Mukaiyama Aldol Addition;
DOI:10.1002/chem.201201879
DOI:10.1002/chem.201201879
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: lithium borohydride / methanol; diethyl ether / 4 h / 0 - 20 °C / Inert atmosphere
2.1: methyltriphenoxyphosphonium iodide / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C / Inert atmosphere
3.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -80 °C / Inert atmosphere
3.2: 18 h / -80 - -50 °C / Inert atmosphere
With
lithium borohydride; methyltriphenoxyphosphonium iodide; sodium hexamethyldisilazane;
In
tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1002/chem.201201879
DOI:10.1002/chem.201201879
