Technology Process of 2-((1S,2R,3S)-4-ethyl-2-nitro-1,2,3,6-tetrahydro-[1,1'-biphenyl]-3-yl)acetaldehyde
There total 3 articles about 2-((1S,2R,3S)-4-ethyl-2-nitro-1,2,3,6-tetrahydro-[1,1'-biphenyl]-3-yl)acetaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
(2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; o-fluoro-benzoic acid;
In
chloroform;
at 55 ℃;
for 10h;
optical yield given as %ee;
enantioselective reaction;
DOI:10.1002/anie.201102013
- Guidance literature:
-
Multi-step reaction with 3 steps
1: diisobutylaluminium hydride / toluene / -78 °C / Inert atmosphere
2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide
3: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; o-fluoro-benzoic acid / chloroform / 10 h / 55 °C
With
(2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; diisobutylaluminium hydride; o-fluoro-benzoic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
chloroform; dimethyl sulfoxide; toluene;
3: Diels-Alder reaction;
DOI:10.1002/anie.201102013
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide
2: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; o-fluoro-benzoic acid / chloroform / 10 h / 55 °C
With
(2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; o-fluoro-benzoic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
chloroform; dimethyl sulfoxide;
2: Diels-Alder reaction;
DOI:10.1002/anie.201102013