Technology Process of N-benzyloxycarbonyl-4-methyl-5,6-dihydro-2(1H)-pyridinone
There total 1 articles about N-benzyloxycarbonyl-4-methyl-5,6-dihydro-2(1H)-pyridinone 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:
-
4-methyl-5,6-dihydropyridin-2(1H)-one;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.5h;
Inert atmosphere;
benzyl chloroformate;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 3h;
Inert atmosphere;
DOI:10.1021/ol303505k
- Guidance literature:
-
triethylaluminum;
With
copper(I) thiophene-2-carboxylate; bis[(S)-1-(naphthalen-2-yl)ethyl](2,4,8,10-tetramethyl-5,7-dioxa-6-phospha-dibenzo[a,c]cyclohepten-6-yl)amine;
In
diethyl ether; n-heptane; pentane;
at -10 - 20 ℃;
for 0.5h;
Inert atmosphere;
Schlenk technique;
N-benzyloxycarbonyl-4-methyl-5,6-dihydro-2(1H)-pyridinone;
In
diethyl ether; n-heptane; pentane;
at -30 ℃;
for 15h;
Reagent/catalyst;
Temperature;
Overall yield = 53 %; Overall yield = 29 mg; enantioselective reaction;
Inert atmosphere;
Schlenk technique;
DOI:10.1021/ol303505k
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: bis[(S)-1-(naphthalen-2-yl)ethyl](2,4,8,10-tetramethyl-5,7-dioxa-6-phospha-dibenzo[a,c]cyclohepten-6-yl)amine; copper(I) thiophene-2-carboxylate / n-heptane; diethyl ether; pentane / 0.5 h / -10 - 20 °C / Inert atmosphere; Schlenk technique
1.2: 15 h / -30 °C / Inert atmosphere; Schlenk technique
2.1: palladium 10% on activated carbon; hydrogen / ethanol / 18 h / 25 °C / Inert atmosphere
With
copper(I) thiophene-2-carboxylate; palladium 10% on activated carbon; hydrogen; bis[(S)-1-(naphthalen-2-yl)ethyl](2,4,8,10-tetramethyl-5,7-dioxa-6-phospha-dibenzo[a,c]cyclohepten-6-yl)amine;
In
diethyl ether; ethanol; n-heptane; pentane;
1.2: |Michael Addition;
DOI:10.1021/ol303505k
