Technology Process of 1-Pyrrolidineheptanoic acid,
2-[(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]-1-butenyl]-5-thioxo-,
(2R)-
There total 9 articles about 1-Pyrrolidineheptanoic acid,
2-[(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]-1-butenyl]-5-thioxo-,
(2R)- which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
C27H41NO4S;
With
sodium hydroxide;
In
1,2-dimethoxyethane; ethanol;
at 20 ℃;
for 16h;
With
hydrogenchloride;
In
1,2-dimethoxyethane; ethanol; water;
Cooling;
DOI:10.1016/j.bmc.2011.12.009
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 1H-imidazole / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C
2.1: Lawessons reagent / toluene / 2 h / 50 °C / Inert atmosphere
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
4.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / ethyl acetate / 0.5 h / 0 °C
5.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C / Inert atmosphere
5.2: 0.33 h / 0 - 20 °C
6.1: borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / toluene / 1.08 h / 20 °C / Inert atmosphere
7.1: sodium hydroxide / 1,2-dimethoxyethane; ethanol / 16 h / 20 °C
7.2: Cooling
With
Lawessons reagent; 1H-imidazole; borane-THF; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; sodium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; sodium hydroxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil;
5.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2011.12.009
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: Lawessons reagent / toluene / 2 h / 50 °C / Inert atmosphere
2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
3.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / ethyl acetate / 0.5 h / 0 °C
4.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C / Inert atmosphere
4.2: 0.33 h / 0 - 20 °C
5.1: borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / toluene / 1.08 h / 20 °C / Inert atmosphere
6.1: sodium hydroxide / 1,2-dimethoxyethane; ethanol / 16 h / 20 °C
6.2: Cooling
With
Lawessons reagent; borane-THF; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; sodium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; sodium hydroxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; ethyl acetate; toluene; mineral oil;
4.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2011.12.009
