1-{2-O-[(2-acetoxyethoxy)methyl]-5-O-(4-methoxytrityl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine

Base Information

• Chemical Name: 1-{2-O-[(2-acetoxyethoxy)methyl]-5-O-(4-methoxytrityl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine
• CAS No.: 933063-93-5
• Molecular Formula: C₄₁H₄₁N₃O₁₀
• Molecular Weight: 735.791

Synonyms:1-{2-O-[(2-acetoxyethoxy)methyl]-5-O-(4-methoxytrityl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine

Chemical Property of 1-{2-O-[(2-acetoxyethoxy)methyl]-5-O-(4-methoxytrityl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine

Chemical Property:

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Technology Process of 1-{2-O-[(2-acetoxyethoxy)methyl]-5-O-(4-methoxytrityl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine

There total 4 articles about 1-{2-O-[(2-acetoxyethoxy)methyl]-5-O-(4-methoxytrityl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine 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: 80.0%

1-{2-O-[(2-acetoxyethoxy)methyl]-β-D-ribofuranosyl}-N4-benzoylcytosine (933063-85-5) + mono-4-methoxytrityl chloride (14470-28-1) → 1-{2-O-[(2-acetoxyethoxy)methyl]-5-O-(4-methoxytrityl)-β-D-ribofuranosyl}-N4-benzoylcytosine (933063-93-5)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1135/cccc20060804

Reference yield:

1-{2-O-[(2-acetoxyethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N4-benzoylcytosine (933063-81-1) → 1-{2-O-[(2-acetoxyethoxy)methyl]-5-O-(4-methoxytrityl)-β-D-ribofuranosyl}-N4-benzoylcytosine (933063-93-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / Bu₄NF*3H₂O / tetrahydrofuran / 20 °C

2: 80 percent / pyridine / 20 °C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1135/cccc20060804

Reference yield:

2-acetoxyethyl acetoxymethyl ether (59278-00-1) → 1-{2-O-[(2-acetoxyethoxy)methyl]-5-O-(4-methoxytrityl)-β-D-ribofuranosyl}-N4-benzoylcytosine (933063-93-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / tin tetrachloride / 1,2-dichloro-ethane / 0.33 h / -12 °C

2: 88 percent / Bu₄NF*3H₂O / tetrahydrofuran / 20 °C

3: 80 percent / pyridine / 20 °C

With pyridine; tetrabutyl ammonium fluoride; tin(IV) chloride; In tetrahydrofuran; 1,2-dichloro-ethane;

DOI:10.1135/cccc20060804

upstream raw materials:

1-{2-O-[(2-acetoxyethoxy)methyl]-β-D-ribofuranosyl}-N⁴-benzoylcytosine

mono-4-methoxytrityl chloride

1-{2-O-[(2-acetoxyethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine

2-acetoxyethyl acetoxymethyl ether

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