N⁶-methyl-2'-O-[phenoxy(thiocarbonyl)]-3',5'-O-(tetraisopropyldisiloxa-1,3-diyl)adenosine

Base Information

• Chemical Name: N⁶-methyl-2'-O-[phenoxy(thiocarbonyl)]-3',5'-O-(tetraisopropyldisiloxa-1,3-diyl)adenosine
• CAS No.: 264610-92-6
• Molecular Formula: C₃₁H₄₇N₅O₅SSi₂
• Molecular Weight: 657.982

Synonyms:N⁶-methyl-2'-O-[phenoxy(thiocarbonyl)]-3',5'-O-(tetraisopropyldisiloxa-1,3-diyl)adenosine

Chemical Property of N⁶-methyl-2'-O-[phenoxy(thiocarbonyl)]-3',5'-O-(tetraisopropyldisiloxa-1,3-diyl)adenosine

Chemical Property:

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Technology Process of N⁶-methyl-2'-O-[phenoxy(thiocarbonyl)]-3',5'-O-(tetraisopropyldisiloxa-1,3-diyl)adenosine

There total 4 articles about N⁶-methyl-2'-O-[phenoxy(thiocarbonyl)]-3',5'-O-(tetraisopropyldisiloxa-1,3-diyl)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: 89.3%

phenylcarbonochloridothioate (1005-56-7) + carbocyclic N6-methyl-3',5'-O-(tetraisopropyldisiloxa-1,3-diyl)adenosine (264610-91-5) → N6-methyl-2'-O-[phenoxy(thiocarbonyl)]-3',5'-O-(tetraisopropyldisiloxa-1,3-diyl)adenosine (264610-92-6)

Guidance literature:

With dmap; In acetonitrile; at 24 ℃; for 12h;

DOI:10.1021/jm990249v

Reference yield:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) → N6-methyl-2'-O-[phenoxy(thiocarbonyl)]-3',5'-O-(tetraisopropyldisiloxa-1,3-diyl)adenosine (264610-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 62.5 percent / imidazole / dimethylformamide / 24 h / 24 °C

2: 89.3 percent / DMAP / acetonitrile / 12 h / 24 °C

With 1H-imidazole; dmap; In N,N-dimethyl-formamide; acetonitrile; 1: Silylation / 2: Acylation;

DOI:10.1021/jm990249v

Reference yield:

N6-methylaristeromycin (102850-42-0) → N6-methyl-2'-O-[phenoxy(thiocarbonyl)]-3',5'-O-(tetraisopropyldisiloxa-1,3-diyl)adenosine (264610-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 62.5 percent / imidazole / dimethylformamide / 24 h / 24 °C

2: 89.3 percent / DMAP / acetonitrile / 12 h / 24 °C

With 1H-imidazole; dmap; In N,N-dimethyl-formamide; acetonitrile; 1: Silylation / 2: Acylation;

DOI:10.1021/jm990249v

upstream raw materials:

phenylcarbonochloridothioate

carbocyclic N⁶-methyl-3',5'-O-(tetraisopropyldisiloxa-1,3-diyl)adenosine

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

N⁶-methylaristeromycin

Downstream raw materials:

carbocyclic N⁶-methyl-2'-deoxyadenosine-3',5'-bis(dibenzyl phosphate)

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