1-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N⁴-acetylcytosine

Base Information

• Chemical Name: 1-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N⁴-acetylcytosine
• CAS No.: 157224-77-6
• Molecular Formula: C₃₀H₃₂F₂N₃O₁₀P
• Molecular Weight: 663.569

Synonyms:1-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N⁴-acetylcytosine

Chemical Property of 1-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N⁴-acetylcytosine

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Technology Process of 1-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N⁴-acetylcytosine

There total 7 articles about 1-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N⁴-acetylcytosine 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: 75.0%

bis(trimethylsilyl)-N-acetylcytosine (96472-73-0) + 1-O-Acetyl-2,3-di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-D-ribo-hexofuranoside → 1-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N4-acetylcytosine (157224-77-6)

Guidance literature:

With tin(IV) chloride; In acetonitrile; for 2h; Heating;

DOI:10.1021/jo00113a040

Reference yield: 75.0%

4-(N-trimethylsilylacetamido)-2-trimethylsiloxypyrimidine (18027-23-1) + 1-O-Acetyl-2,3-di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-D-ribo-hexofuranoside → 1-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N4-acetylcytosine (157224-77-6)

Guidance literature:

tin(IV) chloride; In acetonitrile; for 2h; Heating;

DOI:10.1016/S0040-4039(00)76871-7

Reference yield:

benzoyl chloride (98-88-4) → 1-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N4-acetylcytosine (157224-77-6)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 16 h / Ambient temperature

2: AcOH, H₂SO₄ / ethyl acetate / 18 h / 0 °C

3: 75 percent / SnCl₄ / acetonitrile / 2 h / Heating

With pyridine; sulfuric acid; acetic acid; tin(IV) chloride; In ethyl acetate; acetonitrile;

DOI:10.1016/S0040-4039(00)76871-7

upstream raw materials:

4-(N-trimethylsilylacetamido)-2-trimethylsiloxypyrimidine

bis(trimethylsilyl)-N-acetylcytosine

benzoyl chloride

N-acetylcytosine

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