N⁶-phenoxyacetyl-3’,5’-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2’-O-(methylthiomethyl)adenosine

Base Information

• Chemical Name: N⁶-phenoxyacetyl-3’,5’-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2’-O-(methylthiomethyl)adenosine
• CAS No.: 201667-28-9
• Molecular Formula: C₃₂H₄₉N₅O₇SSi₂
• Molecular Weight: 704.007

Synonyms:N⁶-phenoxyacetyl-3’,5’-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2’-O-(methylthiomethyl)adenosine

Chemical Property of N⁶-phenoxyacetyl-3’,5’-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2’-O-(methylthiomethyl)adenosine

Chemical Property:

Purity/Quality:

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Technology Process of N⁶-phenoxyacetyl-3’,5’-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2’-O-(methylthiomethyl)adenosine

There total 4 articles about N⁶-phenoxyacetyl-3’,5’-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2’-O-(methylthiomethyl)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: 88.0%

dimethyl sulfoxide (67-68-5,8070-53-9) + N6-phenoxyacetyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)adenosine (131474-68-5) → N6-phenoxyacetyl-3’,5’-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2’-O-(methylthiomethyl)adenosine (201667-28-9)

Guidance literature:

With acetic anhydride; acetic acid; at 50 ℃; for 16h;

DOI:10.1002/chem.201204235

Reference yield:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) → N6-phenoxyacetyl-3’,5’-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2’-O-(methylthiomethyl)adenosine (201667-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: Bz₂O₂, 2,6-lutidine / CH₂Cl₂; acetonitrile

With 2,6-dimethylpyridine; dibenzoyl peroxide; In pyridine; dichloromethane; acetonitrile;

DOI:10.1080/07328319708006114

Reference yield:

N6-phenoxyacetyladenosine (119824-65-6) → N6-phenoxyacetyl-3’,5’-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2’-O-(methylthiomethyl)adenosine (201667-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: Bz₂O₂, 2,6-lutidine / CH₂Cl₂; acetonitrile

With 2,6-dimethylpyridine; dibenzoyl peroxide; In pyridine; dichloromethane; acetonitrile;

DOI:10.1080/07328319708006114

upstream raw materials:

dimethylsulfide

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

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

N⁶-phenoxyacetyladenosine

Downstream raw materials:

N⁶-phenoxyacetyl-3’,5’-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2’-O-(phthalimidooxymethyl)adenosine

N-(9-{(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-methylsulfanylmethoxy-tetrahydro-furan-2-yl}-9H-purin-6-yl)-2-phenoxy-acetamide

N-[9-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-methylsulfanylmethoxy-tetrahydro-furan-2-yl)-9H-purin-6-yl]-2-phenoxy-acetamide

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