Technology Process of 2-Oxazolidinone,
4-(1-methylethyl)-3-[(2R)-1-oxo-2-[[(1R)-1-[(1S)-1-(phenylmethoxy)prop
yl]-3-butenyl]oxy]-4-pentenyl]-, (4S)-
There total 7 articles about 2-Oxazolidinone,
4-(1-methylethyl)-3-[(2R)-1-oxo-2-[[(1R)-1-[(1S)-1-(phenylmethoxy)prop
yl]-3-butenyl]oxy]-4-pentenyl]-, (4S)- 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:
-
(S)-3-{2-[(R)-1-((S)-1-Benzyloxy-propyl)-but-3-enyloxy]-acetyl}-4-isopropyl-oxazolidin-2-one;
With
sodium hexamethyldisilazane;
In
tetrahydrofuran; toluene;
at -78 ℃;
for 0.5h;
allyl iodid;
In
tetrahydrofuran; toluene;
at -78 - -45 ℃;
DOI:10.1021/ol034923l
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 16.25 g / (-)-dicyclohexyltartrate; titanium tetraisopropoxide; tert-butyl hydroperoxide / CH2Cl2 / 40 h / -20 °C
2.1: PPTS / 0 - 20 °C
2.2: 89 percent / CuI / tetrahydrofuran; diethyl ether / -30 °C
3.1: 94 percent / KH; Bu4NI / tetrahydrofuran / 3 h / 0 - 20 °C
4.1: 91 percent / p-TsOH / methanol / 0 - 20 °C
5.1: NaH / tetrahydrofuran / 1 h / 0 °C
5.2: 98 percent / tetrahydrofuran / 84 h / 20 °C
6.1: pivaloyl chloride; Et3N / tetrahydrofuran / -78 - 0 °C
6.2: 70 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C
7.1: NaN(SiMe3)2 / toluene; tetrahydrofuran / 0.5 h / -78 °C
7.2: 86 percent / toluene; tetrahydrofuran / -78 - -45 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; (-)-dicyclohexyl D-tartrate; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; pivaloyl chloride; tetra-(n-butyl)ammonium iodide; potassium hydride; sodium hydride; toluene-4-sulfonic acid; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
1.1: Sharpless kinetic resolution;
DOI:10.1021/ol034923l
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: NaH / tetrahydrofuran / 1 h / 0 °C
1.2: 98 percent / tetrahydrofuran / 84 h / 20 °C
2.1: pivaloyl chloride; Et3N / tetrahydrofuran / -78 - 0 °C
2.2: 70 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C
3.1: NaN(SiMe3)2 / toluene; tetrahydrofuran / 0.5 h / -78 °C
3.2: 86 percent / toluene; tetrahydrofuran / -78 - -45 °C
With
sodium hexamethyldisilazane; pivaloyl chloride; sodium hydride; triethylamine;
In
tetrahydrofuran; toluene;
DOI:10.1021/ol034923l
