Technology Process of tert-butyl (5S,7S)-7-(((benzyloxy)carbonyl)amino)-2-cyano-5-(4-cyanophenyl)-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-b]pyridine-1-carboxylate
There total 3 articles about tert-butyl (5S,7S)-7-(((benzyloxy)carbonyl)amino)-2-cyano-5-(4-cyanophenyl)-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-b]pyridine-1-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-butyl 2-cyano-4-nitro-1H-pyrrole-1-carboxylate;
With
palladium on activated charcoal; hydrogen;
In
ethyl acetate;
at 20 ℃;
for 24.5h;
under 760.051 Torr;
4-cyanobenzaldehyde;
With
C32H19Cl2O4P;
In
dichloromethane;
at 20 ℃;
for 0.666667h;
Inert atmosphere;
benzyl N-vinylcarbamate;
In
dichloromethane;
at 0 - 20 ℃;
for 1.33h;
enantioselective reaction;
Inert atmosphere;
DOI:10.1002/adsc.201400093
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: acetic anhydride; nitric acid / 4 h / -40 °C / Inert atmosphere
2.1: triethylamine; dmap / dichloromethane / 4 h / 20 °C / Inert atmosphere
3.1: hydrogen; palladium on activated charcoal / ethyl acetate / 24.5 h / 20 °C / 760.05 Torr
3.2: 0.67 h / 20 °C / Inert atmosphere
3.3: 1.33 h / 0 - 20 °C / Inert atmosphere
With
dmap; palladium on activated charcoal; hydrogen; nitric acid; acetic anhydride; triethylamine;
In
dichloromethane; ethyl acetate;
DOI:10.1002/adsc.201400093
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: triethylamine; dmap / dichloromethane / 4 h / 20 °C / Inert atmosphere
2.1: hydrogen; palladium on activated charcoal / ethyl acetate / 24.5 h / 20 °C / 760.05 Torr
2.2: 0.67 h / 20 °C / Inert atmosphere
2.3: 1.33 h / 0 - 20 °C / Inert atmosphere
With
dmap; palladium on activated charcoal; hydrogen; triethylamine;
In
dichloromethane; ethyl acetate;
DOI:10.1002/adsc.201400093