Technology Process of (S)-2-((1S,2S)-2-(tert-butoxycarbonylamino)cyclohexyl)butanoic acid
There total 5 articles about (S)-2-((1S,2S)-2-(tert-butoxycarbonylamino)cyclohexyl)butanoic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C10H19NO2;
With
chloro-trimethyl-silane;
In
dichloromethane;
at 20 ℃;
for 2h;
di-tert-butyl dicarbonate;
With
N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at 0 - 20 ℃;
optical yield given as %ee;
DOI:10.1021/ja907233q
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 3-nitrobenzoic acid; (R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine / dichloromethane / 0.02 h / 20 °C
1.2: 36 h / 23 °C
2.1: sodium tetrahydroborate; methanol / 0 °C
3.1: Jones reagent / acetone / 5 h / 0 - 20 °C
4.1: hydrogen / Raney nickel / methanol / 24 h / 2068.65 Torr / Inert atmosphere
5.1: chloro-trimethyl-silane / dichloromethane / 2 h / 20 °C
5.2: 12 h / 0 - 20 °C
With
methanol; sodium tetrahydroborate; Jones reagent; chloro-trimethyl-silane; hydrogen;
(R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine; 3-nitrobenzoic acid;
In
methanol; dichloromethane; acetone;
1.1: Michael Condensation / 1.2: Michael Condensation;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium tetrahydroborate; methanol / 0 °C
2.1: Jones reagent / acetone / 5 h / 0 - 20 °C
3.1: hydrogen / Raney nickel / methanol / 24 h / 2068.65 Torr / Inert atmosphere
4.1: chloro-trimethyl-silane / dichloromethane / 2 h / 20 °C
4.2: 12 h / 0 - 20 °C
With
methanol; sodium tetrahydroborate; Jones reagent; chloro-trimethyl-silane; hydrogen;
Raney nickel;
In
methanol; dichloromethane; acetone;
