Technology Process of 2-Oxazolidinone,
3-[(2R,3S,6E)-8-(acetyloxy)-3-hydroxy-2,6-dimethyl-1-oxo-6-octenyl]-4-(
phenylmethyl)-, (4R)-
There total 1 articles about 2-Oxazolidinone,
3-[(2R,3S,6E)-8-(acetyloxy)-3-hydroxy-2,6-dimethyl-1-oxo-6-octenyl]-4-(
phenylmethyl)-, (4R)- 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:
-
(3R)-3-propionyl-4-benzyloxazolidin-2-one;
With
di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at 0 ℃;
(E)-6-acetoxy-4-methyl-4-hexenal;
In
dichloromethane;
at -78 - -25 ℃;
for 19h;
DOI:10.1021/ja021472b
-
-
(3E,8E,10E,13E)-(5S,6R,7R,17S,18R)-6,10,14,18-Tetramethyl-19-oxo-1-phenylselanyl-5,7-bis-triethylsilanyloxy-17-trimethylsilanyloxy-cyclononadeca-3,8,10,13-tetraenecarboxylic acid tert-butyl ester
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: Me3Al / tetrahydrofuran; toluene / 1 h / 0 - 23 °C
1.2: tetrahydrofuran; toluene / 2.5 h / -15 °C
2.1: 46.9 g / imidazole / CH2Cl2 / 0.25 h / 23 °C
3.1: imidazole / CH2Cl2 / 0.5 h / 23 °C
3.2: Pd1dba3; LiCl; i-Pr2NEt / 1-methyl-pyrrolidin-2-one / 3 h / 20 °C
4.1: LDA / diethyl ether; hexane / 0.25 h / -78 °C
4.2: diethyl ether; hexane / -78 - 23 °C
5.1: 43.0 g / TBAF / tetrahydrofuran / -30 - -10 °C
6.1: 88 percent / pyridine / CH2Cl2 / 23 °C
7.1: 100 percent / imidazole / CH2Cl2 / 0.25 h
8.1: 60 percent / Pd2dba3 / tetrahydrofuran / 22 h / 45 °C
9.1: NaHMDS / diethyl ether / 0.08 h / 23 °C
9.2: 89 percent / diethyl ether / 0.01 h / 23 °C
With
pyridine; 1H-imidazole; tris-(dibenzylideneacetone)dipalladium(0); tetrabutyl ammonium fluoride; trimethylaluminum; sodium hexamethyldisilazane; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene;
3.2: Stille coupling;
DOI:10.1021/ja021472b
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: Me3Al / tetrahydrofuran; toluene / 1 h / 0 - 23 °C
1.2: tetrahydrofuran; toluene / 2.5 h / -15 °C
2.1: 46.9 g / imidazole / CH2Cl2 / 0.25 h / 23 °C
3.1: imidazole / CH2Cl2 / 0.5 h / 23 °C
3.2: Pd1dba3; LiCl; i-Pr2NEt / 1-methyl-pyrrolidin-2-one / 3 h / 20 °C
4.1: LDA / diethyl ether; hexane / 0.25 h / -78 °C
4.2: diethyl ether; hexane / -78 - 23 °C
5.1: 43.0 g / TBAF / tetrahydrofuran / -30 - -10 °C
6.1: 88 percent / pyridine / CH2Cl2 / 23 °C
7.1: 100 percent / imidazole / CH2Cl2 / 0.25 h
8.1: 60 percent / Pd2dba3 / tetrahydrofuran / 22 h / 45 °C
9.1: NaHMDS / diethyl ether / 0.08 h / 23 °C
9.2: 89 percent / diethyl ether / 0.01 h / 23 °C
10.1: mCPBA / CH2Cl2 / -78 °C
With
pyridine; 1H-imidazole; tris-(dibenzylideneacetone)dipalladium(0); tetrabutyl ammonium fluoride; trimethylaluminum; sodium hexamethyldisilazane; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene;
3.2: Stille coupling;
DOI:10.1021/ja021472b