Technology Process of 3-[2-deoxy-β-D-erythro-pentafuranosyl]-2-fluoro-6-[2-(4-nitrophenyl)ethoxy]pyridine
There total 9 articles about 3-[2-deoxy-β-D-erythro-pentafuranosyl]-2-fluoro-6-[2-(4-nitrophenyl)ethoxy]pyridine 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
sodium tris(acetoxy)borohydride; acetic acid;
In
acetonitrile;
at 0 ℃;
for 0.666667h;
DOI:10.1021/jo060066y
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 60 percent / AcOH; H2SO4; I2 / periodic acid / H2O / 5 h / 55 °C
2: 85 percent / pyridine / 12 h / 20 °C
3: 64 percent / HBF4; NaNO2 / H2O / 2 h / -5 °C
4: 88 percent / H2SO4 / methanol; H2O / 12 h / 25 °C
5: H2SO4; NaNO2 / H2O / 2 h / -5 °C
6: 145 mg / Ph3P; diethyl azodicarboxylate / dioxane / 2 h / 20 °C
7: tris(dibenzylideneacetone)palladium; tris(pentafluorophenyl)phosphine; N,N-diisopropylethylamine / acetonitrile / 48 h / 90 °C
8: 686 mg / (n-Bu)4NF; AcOH / tetrahydrofuran; methanol / 0.5 h / 0 °C
9: 80 percent / sodium triacetoxyborohydride; AcOH / acetonitrile / 0.67 h / 0 °C
With
pyridine; tetrafluoroboric acid; tris(dibenzylideneacetone)palladium; sulfuric acid; tetrabutyl ammonium fluoride; iodine; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; tris(pentafluorophenyl)phosphine; sodium nitrite; diethylazodicarboxylate;
periodic acid;
In
tetrahydrofuran; 1,4-dioxane; methanol; water; acetonitrile;
7: Heck coupling;
DOI:10.1021/jo060066y
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 85 percent / pyridine / 12 h / 20 °C
2: 64 percent / HBF4; NaNO2 / H2O / 2 h / -5 °C
3: 88 percent / H2SO4 / methanol; H2O / 12 h / 25 °C
4: H2SO4; NaNO2 / H2O / 2 h / -5 °C
5: 145 mg / Ph3P; diethyl azodicarboxylate / dioxane / 2 h / 20 °C
6: tris(dibenzylideneacetone)palladium; tris(pentafluorophenyl)phosphine; N,N-diisopropylethylamine / acetonitrile / 48 h / 90 °C
7: 686 mg / (n-Bu)4NF; AcOH / tetrahydrofuran; methanol / 0.5 h / 0 °C
8: 80 percent / sodium triacetoxyborohydride; AcOH / acetonitrile / 0.67 h / 0 °C
With
pyridine; tetrafluoroboric acid; tris(dibenzylideneacetone)palladium; sulfuric acid; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; tris(pentafluorophenyl)phosphine; sodium nitrite; diethylazodicarboxylate;
In
tetrahydrofuran; 1,4-dioxane; methanol; water; acetonitrile;
6: Heck coupling;
DOI:10.1021/jo060066y