Technology Process of (S,S)-1-tert-butyl 3-methyl 2-methyl-4-oxo-6-propyl-3,4-dihydropyridine-1,3(2H)-dicarboxylate
There total 5 articles about (S,S)-1-tert-butyl 3-methyl 2-methyl-4-oxo-6-propyl-3,4-dihydropyridine-1,3(2H)-dicarboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-tert-butyl 2-methyl-4-oxo-6-propyl-3,4-dihydropyridine-1(2H)-carboxylate;
With
lithium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 - -50 ℃;
for 1h;
Inert atmosphere;
methyl chloroformate;
In
tetrahydrofuran;
at -78 - 20 ℃;
for 18h;
optical yield given as %de;
diastereoselective reaction;
Inert atmosphere;
DOI:10.1021/ol201698m
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: (triphenylphosphine)gold(I) chloride; silver hexafluoroantimonate / 1,2-dichloro-ethane / 1 h / 20 °C / Inert atmosphere
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 - -50 °C / Inert atmosphere
2.2: 18 h / -78 - 20 °C / Inert atmosphere
With
silver hexafluoroantimonate; (triphenylphosphine)gold(I) chloride; lithium hexamethyldisilazane;
In
tetrahydrofuran; 1,2-dichloro-ethane;
DOI:10.1021/ol201698m
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triethylamine; isobutyl chloroformate / tetrahydrofuran
2.1: silver nitrate; triethylamine / tetrahydrofuran
3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
4.1: (triphenylphosphine)gold(I) chloride; silver hexafluoroantimonate / 1,2-dichloro-ethane / 1 h / 20 °C / Inert atmosphere
5.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 - -50 °C / Inert atmosphere
5.2: 18 h / -78 - 20 °C / Inert atmosphere
With
silver hexafluoroantimonate; n-butyllithium; (triphenylphosphine)gold(I) chloride; silver nitrate; triethylamine; lithium hexamethyldisilazane; isobutyl chloroformate;
In
tetrahydrofuran; hexane; 1,2-dichloro-ethane;
1.1: Arndt-Eistert synthesis / 1.2: Arndt-Eistert synthesis;
DOI:10.1021/ol201698m
