Technology Process of (S)-(-)-methyl 2-(4-fluorophenyl)-3-hydroxycyclopent-1-enecarboxylate
There total 8 articles about (S)-(-)-methyl 2-(4-fluorophenyl)-3-hydroxycyclopent-1-enecarboxylate 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:
-
Multi-step reaction with 4 steps
1.1: 92 percent / potassium phosphate; palladium(II) acetate; 2-(di-tert-butylphosphino)biphenyl / dioxane / 12 h / Heating
2.1: phosphorus oxybromide; disodium hydrogenphosphate / acetonitrile / 1.5 h / 65 °C
2.2: potassium hydroxide / acetonitrile; H2O / 20 °C
3.1: 90 percent / n-tributylamine / 5percent Pd/C / N,N-dimethyl-acetamide / 12 h / 60 °C / 517.16 Torr
4.1: (R)-1-CH3-3,3-(C6H5)2-C5H7BNO; BH3*SMe3 / toluene / 2 h / -20 - -15 °C
With
potassium phosphate; disodium hydrogenphosphate; tributyl-amine; dimethylsulfide borane complex; (R)-1-CH3-3,3-(C6H5)2-C5H7BNO; palladium diacetate; johnphos; phosphorus(V) oxybromide;
5percent Pd/C;
In
1,4-dioxane; N,N-dimethyl acetamide; toluene; acetonitrile;
DOI:10.1021/jo025883m
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: phosphorus oxybromide; disodium hydrogenphosphate / acetonitrile / 1.5 h / 65 °C
1.2: potassium hydroxide / acetonitrile; H2O / 20 °C
2.1: 90 percent / n-tributylamine / 5percent Pd/C / N,N-dimethyl-acetamide / 12 h / 60 °C / 517.16 Torr
3.1: (R)-1-CH3-3,3-(C6H5)2-C5H7BNO; BH3*SMe3 / toluene / 2 h / -20 - -15 °C
With
disodium hydrogenphosphate; tributyl-amine; dimethylsulfide borane complex; (R)-1-CH3-3,3-(C6H5)2-C5H7BNO; phosphorus(V) oxybromide;
5percent Pd/C;
In
N,N-dimethyl acetamide; toluene; acetonitrile;
DOI:10.1021/jo025883m
- Guidance literature:
-
With
oxygen; caesium carbonate; (-)-sparteine;
dichloro(norbornadiene)palladium(II);
In
toluene; tert-butyl alcohol;
at 60 ℃;
for 1h;
under 760.051 Torr;
Further Variations:;
Reagents;
Solvents;
Temperatures;
Product distribution;
DOI:10.1002/adsc.200303188