N₆-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methoxymethyl)adenosine

Base Information

• Chemical Name: N₆-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methoxymethyl)adenosine
• CAS No.: 1314034-32-6
• Molecular Formula: C₃₁H₄₇N₅O₇Si₂
• Molecular Weight: 657.914

Synonyms:N₆-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methoxymethyl)adenosine

Chemical Property of N₆-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methoxymethyl)adenosine

Chemical Property:

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Technology Process of N₆-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methoxymethyl)adenosine

There total 1 articles about N₆-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methoxymethyl)adenosine 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: 84.0%

Dimethoxymethane (109-87-5) + 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-N6-benzoyladenosine (79154-57-7) → N6-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methoxymethyl)adenosine (1314034-32-6)

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:

N6-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methoxymethyl)adenosine (1314034-32-6) → N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(methoxymethyl)adenosine 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:

N6-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methoxymethyl)adenosine (1314034-32-6) → N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(methoxymethyl)adenosine (1314034-40-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h

2: pyridine / 1.5 h

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1080/15257770.2011.586255

upstream raw materials:

Dimethoxymethane

3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-N₆-benzoyladenosine

Downstream raw materials:

N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(methoxymethyl)adenosine

N-benzoyladenosine

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