Technology Process of tert-butyl (2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinecarboxylate
There total 6 articles about tert-butyl (2R)-2-{(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinecarboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; toluene;
at 20 ℃;
for 1.08333h;
stereoselective reaction;
Inert atmosphere;
DOI:10.1248/cpb.59.1494
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: dmap / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere
2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere
3.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / ethyl acetate / 0.33 h / 0 °C / Inert atmosphere
4.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C / Inert atmosphere
4.2: 1 h / 0 °C / Inert atmosphere
5.1: borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 1.08 h / 20 °C / Inert atmosphere
With
dmap; borane-THF; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; sodium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; ethyl acetate; toluene; mineral oil;
4.1: Horner-Wadsworth-Emmons olefination / 4.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1248/cpb.59.1494
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: dmap / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere
2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere
3.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / ethyl acetate / 0.33 h / 0 °C / Inert atmosphere
4.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C / Inert atmosphere
4.2: 1 h / 0 °C / Inert atmosphere
5.1: borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 1.08 h / 20 °C / Inert atmosphere
With
dmap; borane-THF; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; sodium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; ethyl acetate; toluene; mineral oil;
4.1: Horner-Wadsworth-Emmons olefination / 4.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1248/cpb.59.1494