N⁶-benzoyl-5'-O-[4,4'-dimethoxy-4''-(1H,1H,2H,2H-perfluorodecyl)trityl]-2'-deoxyadenosine

Base Information

• Chemical Name: N⁶-benzoyl-5'-O-[4,4'-dimethoxy-4''-(1H,1H,2H,2H-perfluorodecyl)trityl]-2'-deoxyadenosine
• CAS No.: 865758-40-3
• Molecular Formula: C₄₈H₃₈F₁₇N₅O₆
• Molecular Weight: 1103.83

Synonyms:N⁶-benzoyl-5'-O-[4,4'-dimethoxy-4''-(1H,1H,2H,2H-perfluorodecyl)trityl]-2'-deoxyadenosine

Chemical Property of N⁶-benzoyl-5'-O-[4,4'-dimethoxy-4''-(1H,1H,2H,2H-perfluorodecyl)trityl]-2'-deoxyadenosine

Chemical Property:

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Technology Process of N⁶-benzoyl-5'-O-[4,4'-dimethoxy-4''-(1H,1H,2H,2H-perfluorodecyl)trityl]-2'-deoxyadenosine

There total 4 articles about N⁶-benzoyl-5'-O-[4,4'-dimethoxy-4''-(1H,1H,2H,2H-perfluorodecyl)trityl]-2'-deoxyadenosine 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: 91.0%

4,4'dimethoxy-4''-(1H,1H,2H,2H-perfluorodecyl)trityl chloride (865758-36-7) + N6-benzoyl-2'-deoxyadenosine (4546-72-9) → N6-benzoyl-5'-O-[4,4'-dimethoxy-4''-(1H,1H,2H,2H-perfluorodecyl)trityl]-2'-deoxyadenosine (865758-40-3)

Guidance literature:

With pyridine; at 20 ℃; for 18h;

DOI:10.1021/jo050795y

Reference yield:

4,4'dimethoxy-4''-[4-(1H,1H,2H,2H)-perfluorodecyl]trityl alcohol (865758-47-0) → N6-benzoyl-5'-O-[4,4'-dimethoxy-4''-(1H,1H,2H,2H-perfluorodecyl)trityl]-2'-deoxyadenosine (865758-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 4.08 g / acetyl chloride / cyclohexane / 1 h / Heating

2: 91 percent / pyridine / 18 h / 20 °C

With pyridine; acetyl chloride; In cyclohexane;

DOI:10.1021/jo050795y

Reference yield:

4-methoxyphenyl magnesium bromide (13139-86-1) → N6-benzoyl-5'-O-[4,4'-dimethoxy-4''-(1H,1H,2H,2H-perfluorodecyl)trityl]-2'-deoxyadenosine (865758-40-3)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 1 h

2: 4.08 g / acetyl chloride / cyclohexane / 1 h / Heating

3: 91 percent / pyridine / 18 h / 20 °C

With pyridine; acetyl chloride; In tetrahydrofuran; cyclohexane;

DOI:10.1021/jo050795y

upstream raw materials:

4,4'dimethoxy-4''-(1H,1H,2H,2H-perfluorodecyl)trityl chloride

N₆-benzoyl-2'-deoxyadenosine

4,4'dimethoxy-4''-[4-(1H,1H,2H,2H)-perfluorodecyl]trityl alcohol

4-methoxyphenyl magnesium bromide

Downstream raw materials:

Diisopropyl-phosphoramidous acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-decyl)-phenyl]-bis-(4-methoxy-phenyl)-methoxymethyl]-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

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