Technology Process of (1R,2S)-2',4',5'-trifluoro-2-nitro-1,2,3,6-tetrahydro-[1,1'-biphenyl]-4-carboxylic acid
There total 12 articles about (1R,2S)-2',4',5'-trifluoro-2-nitro-1,2,3,6-tetrahydro-[1,1'-biphenyl]-4-carboxylic acid 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:
-
With
trifluoroacetic acid;
In
dichloromethane;
at 23 ℃;
for 6h;
Inert atmosphere;
DOI:10.1002/anie.201006204
- Guidance literature:
-
With
sodium hydroxide;
In
tetrahydrofuran;
at 0 ℃;
for 1h;
stereoselective reaction;
Sealed tube;
DOI:10.1002/chem.201605999
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triethylamine / tetrahydrofuran / 5 h / 23 °C / Inert atmosphere
2.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0.25 h / -20 °C / Inert atmosphere
3.1: (R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine / 1,4-dioxane / 0 - 23 °C / Inert atmosphere
4.1: caesium carbonate / dichloromethane / 3 h / 0 °C / Inert atmosphere
4.2: 0.25 h / 23 °C / Inert atmosphere
5.1: N-ethyl-N,N-diisopropylamine / ethanol / 24 h / 23 °C / Inert atmosphere
6.1: trifluoroacetic acid / dichloromethane / 6 h / 23 °C / Inert atmosphere
With
(R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine; caesium carbonate; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane;
3.1: Michael reaction / 4.1: Michael condensation / 4.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1002/anie.201006204
