N⁴-benzoyl-2'-O-(tetrahydrofuran-2-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine

Base Information

• Chemical Name: N⁴-benzoyl-2'-O-(tetrahydrofuran-2-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine
• CAS No.: 87865-80-3
• Molecular Formula: C₃₂H₄₉N₃O₈Si₂
• Molecular Weight: 659.927

Synonyms:N⁴-benzoyl-2'-O-(tetrahydrofuran-2-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine

Chemical Property of N⁴-benzoyl-2'-O-(tetrahydrofuran-2-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine

Chemical Property:

Purity/Quality:

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Technology Process of N⁴-benzoyl-2'-O-(tetrahydrofuran-2-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine

There total 5 articles about N⁴-benzoyl-2'-O-(tetrahydrofuran-2-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine 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: 97.0%

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + 1-[3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N4-benzoylcytosine (69304-43-4) → N4-benzoyl-2'-O-(tetrahydrofuran-2-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine (87865-80-3)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; at 0 ℃; for 3h;

DOI:10.1002/hlca.200790034

Reference yield:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) → N4-benzoyl-2'-O-(tetrahydrofuran-2-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine (87865-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / pyridine

2: 97 percent / TsOH / tetrahydrofuran / 3 h / 0 °C

With toluene-4-sulfonic acid; In tetrahydrofuran; pyridine;

DOI:10.1002/hlca.200790034

Reference yield:

N4-benzoylcytidine (13089-48-0) → N4-benzoyl-2'-O-(tetrahydrofuran-2-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine (87865-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / pyridine

2: 97 percent / TsOH / tetrahydrofuran / 3 h / 0 °C

With toluene-4-sulfonic acid; In tetrahydrofuran; pyridine;

DOI:10.1002/hlca.200790034

upstream raw materials:

2,3-dihydro-2H-furan

1-[3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N⁴-benzoylcytosine

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

benzoyl chloride

Downstream raw materials:

syn-N⁴-benzoyl-2'-O-(tetrahydrofuran-2-yl)cytidine

anti-N⁴-benzoyl-2'-O-(tetrahydrofuran-2-yl)cytidine

N-{1-[(2R,3R,4R,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-(tetrahydro-furan-2-yloxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

C₆₆H₆₂ClN₈O₁₆P

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