Technology Process of ethyl (1S,5S)-5-(1,3-dioxoisoindolin-2-yl)cyclohex-3-enecarboxylate
There total 6 articles about ethyl (1S,5S)-5-(1,3-dioxoisoindolin-2-yl)cyclohex-3-enecarboxylate 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:
-
phthalimide;
With
bis(η3-allyl-μ-chloropalladium(II)); caesium carbonate; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane;
In
tetrahydrofuran;
at 20 - 40 ℃;
for 0.25h;
Inert atmosphere;
cis-ethyl 5-(tert-butoxycarbonyloxy)cyclohex-3-enecarboxylate;
In
tetrahydrofuran;
at 40 ℃;
for 20h;
optical yield given as %ee;
enantioselective reaction;
Inert atmosphere;
DOI:10.1002/chem.201003454
- Guidance literature:
-
6-oxabicyclo[3.2.1]oct-3-en-7-one; N-(trimethylsilyl)phthalimide;
bis(η3-allyl-μ-chloropalladium(II));
In
tetrahydrofuran;
at 40 ℃;
for 8h;
ethanol;
With
toluene-4-sulfonic acid;
for 10h;
Further stages.;
Heating;
DOI:10.1002/anie.200800282
- Guidance literature:
-
6-oxabicyclo<3.2.1>-oct-3-en-7-one;
With
bis(η3-allyl-μ-chloropalladium(II)); (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane;
In
tetrahydrofuran;
at 40 ℃;
for 0.333333h;
Inert atmosphere;
N-(trimethylsilyl)phthalimide;
In
tetrahydrofuran;
at 40 ℃;
for 8h;
Inert atmosphere;
ethanol;
With
toluene-4-sulfonic acid;
In
tetrahydrofuran; water;
for 10h;
optical yield given as %ee;
enantioselective reaction;
Inert atmosphere;
Reflux;
DOI:10.1002/chem.201003454