9-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N⁶-benzoyladenine

Base Information

• Chemical Name: 9-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N⁶-benzoyladenine
• CAS No.: 157224-81-2
• Molecular Formula: C₃₆H₃₄F₂N₅O₉P
• Molecular Weight: 749.665

Synonyms:9-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N⁶-benzoyladenine

Chemical Property of 9-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N⁶-benzoyladenine

Chemical Property:

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Technology Process of 9-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N⁶-benzoyladenine

There total 7 articles about 9-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N⁶-benzoyladenine 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: 15.0%

1-O-Acetyl-2,3-di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-D-ribo-hexofuranoside + C18H25N5OSi2 → 9-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N6-benzoyladenine (157224-81-2) + 7-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N6-benzoyladenine (157224-82-3)

Guidance literature:

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

DOI:10.1021/jo00113a040

Reference yield: 15.0%

N-Benzoyl-N,9-bis(trimethylsilyl)adenin (18055-47-5) + 1-O-Acetyl-2,3-di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-D-ribo-hexofuranoside → 9-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N6-benzoyladenine (157224-81-2) + 7-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N6-benzoyladenine (157224-82-3)

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) → 9-<2,3-Di-O-benzoyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-β-D-ribo-hexofuranosyl>-N6-benzoyladenine (157224-81-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 16 h / Ambient temperature

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

3: 34 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:

N-Benzoyl-N,9-bis(trimethylsilyl)adenin

benzoyl chloride

N-benzoyladenine

[2-((2R,3S,4R,5R)-3,4-Dihydroxy-5-methoxy-tetrahydro-furan-2-yl)-1,1-difluoro-ethyl]-phosphonic acid diethyl ester

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