Technology Process of Pyrrolo[1,2-a]pyrazine-1-carboxylic acid, octahydro-, methyl ester, (1S,8aS)- (9CI)
There total 10 articles about Pyrrolo[1,2-a]pyrazine-1-carboxylic acid, octahydro-, methyl ester, (1S,8aS)- (9CI) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogen; nickel;
In
isopropyl alcohol;
for 0.5h;
under 1654.87 Torr;
DOI:10.3987/COM-99-S136
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: diethyl ether / 2 h / 0 °C
2.1: 92 percent / silver benzoate; Et3N / 0.67 h
3.1: NaHMDS / tetrahydrofuran / 1 h / -100 °C
3.2: 80 percent / trisyl azide / tetrahydrofuran / 5 h / -100 °C
4.1: 98 percent / triphenylphosphine / tetrahydrofuran / 24 h
5.1: 75 percent / CH2Cl2 / 2 h
6.1: 100 percent / 5 percent Pd/C / methanol / 0.42 h
7.1: 70 percent / Et3N; Bu4NI; DMAP / CH2Cl2 / 18 h / Heating
8.1: 40 percent / Lawesson's reagent / dioxane / 1.5 h / 95 °C
9.1: 80 percent / Raney nickel; hydrogen / propan-2-ol / 0.5 h / 1654.87 Torr
With
Lawessons reagent; dmap; hydrogen; sodium hexamethyldisilazane; silver benzoate; tetra-(n-butyl)ammonium iodide; nickel; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; isopropyl alcohol;
1.1: Substitution / 2.1: Oxidation / 3.1: Reduction / 3.2: Substitution / 4.1: Reduction / 5.1: Acylation / 6.1: Hydrogenolysis / 7.1: Cyclization / 8.1: Substitution / 9.1: Reduction;
DOI:10.3987/COM-99-S136
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 92 percent / silver benzoate; Et3N / 0.67 h
2.1: NaHMDS / tetrahydrofuran / 1 h / -100 °C
2.2: 80 percent / trisyl azide / tetrahydrofuran / 5 h / -100 °C
3.1: 98 percent / triphenylphosphine / tetrahydrofuran / 24 h
4.1: 75 percent / CH2Cl2 / 2 h
5.1: 100 percent / 5 percent Pd/C / methanol / 0.42 h
6.1: 70 percent / Et3N; Bu4NI; DMAP / CH2Cl2 / 18 h / Heating
7.1: 40 percent / Lawesson's reagent / dioxane / 1.5 h / 95 °C
8.1: 80 percent / Raney nickel; hydrogen / propan-2-ol / 0.5 h / 1654.87 Torr
With
Lawessons reagent; dmap; hydrogen; sodium hexamethyldisilazane; silver benzoate; tetra-(n-butyl)ammonium iodide; nickel; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; isopropyl alcohol;
1.1: Oxidation / 2.1: Reduction / 2.2: Substitution / 3.1: Reduction / 4.1: Acylation / 5.1: Hydrogenolysis / 6.1: Cyclization / 7.1: Substitution / 8.1: Reduction;
DOI:10.3987/COM-99-S136