5'-O-(4,4'-dimethoxytrityl)-N₆-(benzoyl)-2'-deoxy-8-(pent-4-enylsulfanyl)adenosine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-N₆-(benzoyl)-2'-deoxy-8-(pent-4-enylsulfanyl)adenosine
• CAS No.: 316129-44-9
• Molecular Formula: C₄₃H₄₃N₅O₆S
• Molecular Weight: 757.91

Synonyms:5'-O-(4,4'-dimethoxytrityl)-N₆-(benzoyl)-2'-deoxy-8-(pent-4-enylsulfanyl)adenosine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-N₆-(benzoyl)-2'-deoxy-8-(pent-4-enylsulfanyl)adenosine

Chemical Property:

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-N₆-(benzoyl)-2'-deoxy-8-(pent-4-enylsulfanyl)adenosine

There total 5 articles about 5'-O-(4,4'-dimethoxytrityl)-N₆-(benzoyl)-2'-deoxy-8-(pent-4-enylsulfanyl)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: 60.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N6-(benzoyl)-2'-deoxy-8-(pent-4-enylsulfanyl)adenosine (316129-43-8) → 5'-O-(4,4'-dimethoxytrityl)-N6-(benzoyl)-2'-deoxy-8-(pent-4-enylsulfanyl)adenosine (316129-44-9)

Guidance literature:

With pyridine; for 7h;

DOI:10.1080/15257770008033852

Reference yield:

8-bromo-2'-deoxyadenosine (14985-44-5,90968-89-1) → 5'-O-(4,4'-dimethoxytrityl)-N6-(benzoyl)-2'-deoxy-8-(pent-4-enylsulfanyl)adenosine (316129-44-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 85 percent / aq. NaSH / dimethylformamide / 4 h / 20 °C

2.1: 71 percent / K₂CO₃ / dimethylformamide / 3 h / 20 °C

3.1: pyridine / 20 °C

3.2: 76 percent / aq. NaOH / dioxane; pyridine / 1 h

4.1: 60 percent / pyridine / 7 h

With pyridine; sodium hydrogensulfide; potassium carbonate; In N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Alkylation / 3.1: Acylation / 3.2: Hydrolysis / 4.1: tritylation;

DOI:10.1080/15257770008033852

Reference yield:

2'-deoxy-8-mercaptoadenosine (17318-18-2) → 5'-O-(4,4'-dimethoxytrityl)-N6-(benzoyl)-2'-deoxy-8-(pent-4-enylsulfanyl)adenosine (316129-44-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 71 percent / K₂CO₃ / dimethylformamide / 3 h / 20 °C

2.1: pyridine / 20 °C

2.2: 76 percent / aq. NaOH / dioxane; pyridine / 1 h

3.1: 60 percent / pyridine / 7 h

With pyridine; potassium carbonate; In N,N-dimethyl-formamide; 1.1: Alkylation / 2.1: Acylation / 2.2: Hydrolysis / 3.1: tritylation;

DOI:10.1080/15257770008033852

upstream raw materials:

4,4'-dimethoxytrityl chloride

N₆-(benzoyl)-2'-deoxy-8-(pent-4-enylsulfanyl)adenosine

8-bromo-2'-deoxyadenosine

2'-deoxy-8-mercaptoadenosine

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