Technology Process of 4-{(4S,5R)-5-[(1E,3E,7E)-(S)-10-(4-Fluoro-phenoxy)-9-hydroxy-deca-1,3,7-trien-5-ynyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-butyric acid methyl ester
There total 16 articles about 4-{(4S,5R)-5-[(1E,3E,7E)-(S)-10-(4-Fluoro-phenoxy)-9-hydroxy-deca-1,3,7-trien-5-ynyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-butyric acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
propylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0);
In
toluene;
at 20 ℃;
DOI:10.1016/S0960-894X(03)00667-X
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 43 percent / PPTS / ethyl acetate / 20 °C
2: 81 percent / BzOH / tetrahydrofuran / Heating
3: 87 percent / H2 / Pd/C / ethanol
4: 86 percent / (COCl2)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
5: 36 percent / LiNTMS2 / toluene / -78 °C
6: 99 percent / KF; 18-crown-6 / dimethylformamide / 20 °C
7: 75 percent / Pd(PPh3)4; CuI; nPrNH2 / toluene / 20 °C
With
propylamine; potassium fluoride; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); 18-crown-6 ether; (COCl2)2; hydrogen; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; benzyl alcohol;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
2: Wittig reaction / 4: Swern oxidation / 5: Wadsworth-Emmons reaction;
DOI:10.1016/S0960-894X(03)00667-X
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 81 percent / BzOH / tetrahydrofuran / Heating
2: 87 percent / H2 / Pd/C / ethanol
3: 86 percent / (COCl2)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
4: 36 percent / LiNTMS2 / toluene / -78 °C
5: 99 percent / KF; 18-crown-6 / dimethylformamide / 20 °C
6: 75 percent / Pd(PPh3)4; CuI; nPrNH2 / toluene / 20 °C
With
propylamine; potassium fluoride; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); 18-crown-6 ether; (COCl2)2; hydrogen; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; benzyl alcohol;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
1: Wittig reaction / 3: Swern oxidation / 4: Wadsworth-Emmons reaction;
DOI:10.1016/S0960-894X(03)00667-X