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

Base Information

Chemical Name:1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-β-D-ribo-(5S)-hexofuranosyl)cytosine
CAS No.:1454611-88-1
Molecular Formula:C₂₈H₃₂N₃O₁₀PS₂
Molecular Weight:665.682
Hs Code.:

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

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

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

There total 4 articles about 1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-β-D-ribo-(5S)-hexofuranosyl)cytosine 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: 62.0%

: 1454611-86-9
N-4-di(tert-butoxycarbonyl)-1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-2,3-O-isopropylid-ene-β-D-ribo-(5S)-hexofuranosyl)cytosine

: 1454611-88-1
1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-β-D-ribo-(5S)-hexofuranosyl)cytosine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 4h;
DOI:10.1021/ol402143y

Reference yield:

: 1454611-97-2
N,N-4(ditert-butoxycarbonyl)-1-(2,3:5,6-di-O-isopropylidene-β-D-ribo-(5R)-hexofuranosyl)cytosine

: 1454611-88-1
1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-β-D-ribo-(5S)-hexofuranosyl)cytosine

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / methanol / 1.5 h / 0 °C

2.1: diethylazodicarboxylate; triphenylphosphine / toluene / 4 h / Inert atmosphere; Reflux

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 / 4 h / 0 - 20 °C

With chloro-trimethyl-silane; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In methanol; dichloromethane; toluene;
DOI:10.1021/ol402143y

Reference yield:

: 1454612-00-0
N,N-4(ditert-butoxycarbonyl)-1-(2,3-O-isopropylidene-β-D-ribo-(5R)-hexofuranosyl)cytosine

: 1454611-88-1
1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-β-D-ribo-(5S)-hexofuranosyl)cytosine

Guidance literature:: Multi-step reaction with 3 steps

1.1: diethylazodicarboxylate; triphenylphosphine / toluene / 4 h / Inert atmosphere; Reflux

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

2.2: -60 - 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 4 h / 0 - 20 °C

With chloro-trimethyl-silane; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In dichloromethane; toluene;
DOI:10.1021/ol402143y