Technology Process of ethyl 2-benzyloxycarbonylamino-2-methyl-(E)-hepta-3,6-dienoate
There total 3 articles about ethyl 2-benzyloxycarbonylamino-2-methyl-(E)-hepta-3,6-dienoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
O-benzyl carbamate; ethyl (2-methyl-4-phenylselanyl)-(Z)-hepta-2,6-dienoate;
With
toluene-4-sulfonic acid; trimethyl orthoformate;
In
methanol;
at 20 ℃;
for 0.5h;
Inert atmosphere;
With
N-chloro-succinimide; N-ethyl-N,N-diisopropylamine;
In
methanol;
for 0.0833333h;
optical yield given as %ee;
Inert atmosphere;
DOI:10.1021/ol1030926
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: n-butyllithium / hexane; dichloromethane / 3 h / -78 - 0 °C / Inert atmosphere
2.1: toluene-4-sulfonic acid; trimethyl orthoformate / methanol / 0.5 h / 20 °C / Inert atmosphere
2.2: 0.08 h / Inert atmosphere
With
n-butyllithium; toluene-4-sulfonic acid; trimethyl orthoformate;
In
methanol; hexane; dichloromethane;
1.1: Horner-Wadsworth-Emmons olefination / 2.2: [2,3]-sigmatropic rearrangement;
DOI:10.1021/ol1030926
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; 4-nitro-benzoic acid / toluene / 16 h / 0 °C / Inert atmosphere
2.1: n-butyllithium / hexane; dichloromethane / 3 h / -78 - 0 °C / Inert atmosphere
3.1: toluene-4-sulfonic acid; trimethyl orthoformate / methanol / 0.5 h / 20 °C / Inert atmosphere
3.2: 0.08 h / Inert atmosphere
With
(S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; n-butyllithium; toluene-4-sulfonic acid; trimethyl orthoformate; 4-nitro-benzoic acid;
In
methanol; hexane; dichloromethane; toluene;
2.1: Horner-Wadsworth-Emmons olefination / 3.2: [2,3]-sigmatropic rearrangement;
DOI:10.1021/ol1030926
