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

Base Information

• Chemical Name: N₄-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methoxymethyl)cytidine
• CAS No.: 1314034-30-4
• Molecular Formula: C₃₀H₄₇N₃O₈Si₂
• Molecular Weight: 633.889

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

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

Chemical Property:

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

There total 1 articles about N₄-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methoxymethyl)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: 86.0%

Dimethoxymethane (109-87-5) + 1-[3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N4-benzoylcytosine (69304-43-4) → N4-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methoxymethyl)cytidine (1314034-30-4)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at 20 ℃; for 2h; Molecular sieve;

DOI:10.1080/15257770.2011.586255

Reference yield:

N4-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methoxymethyl)cytidine (1314034-30-4) → N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(methoxymethyl)cytidine 3'-O-(1-oxido-4-methoxy-2-picolyl) phosphate

Guidance literature:

Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h

2: pyridine / 1.5 h

3: pyridine; 2,4,6-triisopropylphenylsulfonyl chloride / acetonitrile / 0.25 h

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / water; acetonitrile / 16 h / 20 °C

With pyridine; 2,4,6-triisopropylphenylsulfonyl chloride; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; water; acetonitrile;

DOI:10.1080/15257770.2011.586255

Reference yield:

N4-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methoxymethyl)cytidine (1314034-30-4) → C18H21N3O7

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h;

DOI:10.1080/15257770.2011.586255

upstream raw materials:

Dimethoxymethane

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

Downstream raw materials:

N₄-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(methoxymethyl)cytidine

N₄-benzoylcytidine

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