N₆-(4,4'-dimethoxytrityl)-2',3'-isopropylidene-5'-deoxy-5'-N-[(diethylphosphono)acetyl]-adenosine

Base Information

• Chemical Name: N₆-(4,4'-dimethoxytrityl)-2',3'-isopropylidene-5'-deoxy-5'-N-[(diethylphosphono)acetyl]-adenosine
• CAS No.: 1392420-08-4
• Molecular Formula: C₄₀H₄₇N₆O₉P
• Molecular Weight: 786.822

Synonyms:N₆-(4,4'-dimethoxytrityl)-2',3'-isopropylidene-5'-deoxy-5'-N-[(diethylphosphono)acetyl]-adenosine

Chemical Property of N₆-(4,4'-dimethoxytrityl)-2',3'-isopropylidene-5'-deoxy-5'-N-[(diethylphosphono)acetyl]-adenosine

Chemical Property:

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Technology Process of N₆-(4,4'-dimethoxytrityl)-2',3'-isopropylidene-5'-deoxy-5'-N-[(diethylphosphono)acetyl]-adenosine

There total 5 articles about N₆-(4,4'-dimethoxytrityl)-2',3'-isopropylidene-5'-deoxy-5'-N-[(diethylphosphono)acetyl]-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: 80.0%

diethylphosphonoacetic acid (3095-95-2) + N6-(4,4'-dimethoxytrityl)-5'-amino-2',3'-isopropylidene-adenosine (853998-63-7) → N6-(4,4'-dimethoxytrityl)-2',3'-isopropylidene-5'-deoxy-5'-N-[(diethylphosphono)acetyl]-adenosine (1392420-08-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.ejmech.2012.04.045

Reference yield:

N6-(4,4'-dimethoxytrityl)-5'-O-tosyl-2',3'-isopropylidene-adenosine (1392420-06-2) → N6-(4,4'-dimethoxytrityl)-2',3'-isopropylidene-5'-deoxy-5'-N-[(diethylphosphono)acetyl]-adenosine (1392420-08-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium azide / N,N-dimethyl-formamide / 3 h / 80 °C

2: palladium on activated charcoal; hydrogen / methanol / 2 h / 0 °C

3: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C / Inert atmosphere

With dmap; sodium azide; palladium on activated charcoal; hydrogen; dicyclohexyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2012.04.045

Reference yield:

N6-(4,4'-dimethoxytrityl)-5'-azido-2',3'-isopropylidene-adenosine (1392420-07-3) → N6-(4,4'-dimethoxytrityl)-2',3'-isopropylidene-5'-deoxy-5'-N-[(diethylphosphono)acetyl]-adenosine (1392420-08-4)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium on activated charcoal; hydrogen / methanol / 2 h / 0 °C

2: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C / Inert atmosphere

With dmap; palladium on activated charcoal; hydrogen; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1016/j.ejmech.2012.04.045

upstream raw materials:

diethylphosphonoacetic acid

N₆-(4,4'-dimethoxytrityl)-5'-amino-2',3'-isopropylidene-adenosine

N₆-(4,4'-dimethoxytrityl)-5'-O-tosyl-2',3'-isopropylidene-adenosine

N₆-(4,4'-dimethoxytrityl)-5'-azido-2',3'-isopropylidene-adenosine

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