Technology Process of (2S,3S,4S)-tert-butyl 3-(2-oxoethyl)-1-tosyl-4-vinylpyrrolidine-2-carboxylate
There total 9 articles about (2S,3S,4S)-tert-butyl 3-(2-oxoethyl)-1-tosyl-4-vinylpyrrolidine-2-carboxylate 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:
-
With
mercury(II) diacetate;
In
tetrahydrofuran; water;
at -10 - 20 ℃;
for 2.5h;
Inert atmosphere;
DOI:10.1021/ol4028557
- Guidance literature:
-
Multi-step reaction with 4 steps
1: pyridinium p-toluenesulfonate / water; acetone / 27 h / 60 °C / Inert atmosphere
2: triethylamine; tetrakis(triphenylphosphine) palladium(0); pyrrolidine / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere
3: tert.-butyl lithium / tetrahydrofuran; pentane / 1 h / -78 - 20 °C / Inert atmosphere
4: mercury(II) diacetate / water; tetrahydrofuran / 2.5 h / -10 - 20 °C / Inert atmosphere
With
pyrrolidine; tetrakis(triphenylphosphine) palladium(0); mercury(II) diacetate; tert.-butyl lithium; pyridinium p-toluenesulfonate; triethylamine;
In
tetrahydrofuran; water; acetone; pentane;
2: |Tsuji-Trost Allylation;
DOI:10.1021/ol4028557
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: N-(9-anthracenylmethyl)-cinchonidinium chloride; potassium hydroxide / water; toluene / 18 h / 20 °C / Darkness
1.2: 3 h / 20 °C
2.1: triethylamine; dmap / dichloromethane / 1.5 h / 20 °C / Inert atmosphere
3.1: ozone / dichloromethane; methanol / 0.5 h / -78 °C
3.2: 18 h / -78 - 20 °C
4.1: cerium(III) chloride heptahydrate / methanol / 168 h / 20 °C / Inert atmosphere
5.1: sodium hydride / dimethyl sulfoxide / 0.25 h / 20 °C / Inert atmosphere
5.2: 1 h / 20 °C / Inert atmosphere
6.1: pyridinium p-toluenesulfonate / water; acetone / 27 h / 60 °C / Inert atmosphere
7.1: triethylamine; tetrakis(triphenylphosphine) palladium(0); pyrrolidine / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere
8.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1 h / -78 - 20 °C / Inert atmosphere
9.1: mercury(II) diacetate / water; tetrahydrofuran / 2.5 h / -10 - 20 °C / Inert atmosphere
With
pyrrolidine; dmap; tetrakis(triphenylphosphine) palladium(0); cerium(III) chloride heptahydrate; mercury(II) diacetate; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium hydride; ozone; triethylamine; N-(9-anthracenylmethyl)-cinchonidinium chloride; potassium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; acetone; toluene; pentane;
7.1: |Tsuji-Trost Allylation;
DOI:10.1021/ol4028557
