Technology Process of 3-benzoyl-1-[5-(tert-butyldimethylsilanyloxy)-2-fluoro-3-(2-hydroxyethyl)-pent-2-enyl]-5-methyl-(1H)-pyrimidine-2,4-dione
There total 6 articles about 3-benzoyl-1-[5-(tert-butyldimethylsilanyloxy)-2-fluoro-3-(2-hydroxyethyl)-pent-2-enyl]-5-methyl-(1H)-pyrimidine-2,4-dione which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
di-isopropyl azodicarboxylate; triphenylphosphine;
In
tetrahydrofuran;
at 20 ℃;
for 12h;
DOI:10.1021/ol034579s
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 82 percent / pyridine; 4-(dimethylamino)pyridine / 18 h / 20 °C
2.1: 79 percent / o-iodoxybenzoic acid / dimethylformamide / 3 h / 20 °C
3.1: n-BuLi / tetrahydrofuran; hexane / 1.5 h / -78 °C
3.2: 67 percent / tetrahydrofuran; hexane / -78 - 20 °C
4.1: 77 percent / BCl3 / CH2Cl2 / 2 h / 20 °C
5.1: 99 percent / imidazole / dimethylformamide / 12 h / 20 °C
6.1: 94 percent / NaBH4; CeCl3*7H2O / methanol / 1.5 h / 20 °C
7.1: 72 percent / PPh3; diisopropyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C
With
pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; di-isopropyl azodicarboxylate; boron trichloride; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
3.2: Wittig-Wadsworth-Emmons reaction / 7.1: Mitsunobu reaction;
DOI:10.1021/ol034579s
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 99 percent / imidazole / dimethylformamide / 12 h / 20 °C
2: 94 percent / NaBH4; CeCl3*7H2O / methanol / 1.5 h / 20 °C
3: 72 percent / PPh3; diisopropyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C
With
1H-imidazole; sodium tetrahydroborate; cerium(III) chloride; di-isopropyl azodicarboxylate; triphenylphosphine;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide;
3: Mitsunobu reaction;
DOI:10.1021/ol034579s
