1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-β-D-ribo-(5S)-hexofuranosyl)uracil

Base Information

Chemical Name:1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-β-D-ribo-(5S)-hexofuranosyl)uracil
CAS No.:1454611-87-0
Molecular Formula:C₂₈H₃₁N₂O₁₁PS₂
Molecular Weight:666.667
Hs Code.:

Synonyms:1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-β-D-ribo-(5S)-hexofuranosyl)uracil

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Chemical Property of 1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-β-D-ribo-(5S)-hexofuranosyl)uracil

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Technology Process of 1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-β-D-ribo-(5S)-hexofuranosyl)uracil

There total 7 articles about 1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-β-D-ribo-(5S)-hexofuranosyl)uracil 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:

Reference yield: 47.0%

: 1454611-85-8
N-3-tert-butoxycarbonyl-1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-2,3-O-isopropylidene-β-D-ribo-(5S)-hexofuranosyl)uracil

: 1454611-87-0
1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-β-D-ribo-(5S)-hexofuranosyl)uracil

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 6h;
DOI:10.1021/ol402143y

Reference yield:

: 174498-64-7
1-(2,3-O-isopropylidene-β-D-ribo-(5R)-hexofuranosyl)uracil

: 1454611-87-0
1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-β-D-ribo-(5S)-hexofuranosyl)uracil

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / 6 h / 0 °C / Inert atmosphere

2.1: potassium carbonate / methanol / 0 - 20 °C

3.1: triethylamine; dmap / tetrahydrofuran / 1.25 h / 20 °C

4.1: triethylamine; chloro-trimethyl-silane / toluene / 3 h / 20 °C / Inert atmosphere

4.2: -60 - 20 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 6 h / 0 - 20 °C

With pyridine; dmap; chloro-trimethyl-silane; potassium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/ol402143y

Reference yield:

: C₁₄H₂₀N₂O₉S

: 1454611-87-0
1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-β-D-ribo-(5S)-hexofuranosyl)uracil

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / methanol / 0 - 20 °C

2.1: triethylamine; dmap / tetrahydrofuran / 1.25 h / 20 °C

3.1: triethylamine; chloro-trimethyl-silane / toluene / 3 h / 20 °C / Inert atmosphere

3.2: -60 - 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 6 h / 0 - 20 °C

With dmap; chloro-trimethyl-silane; potassium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/ol402143y