N₆,N₆-dibenzoyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene adenosine

Base Information

• Chemical Name: N₆,N₆-dibenzoyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene adenosine
• CAS No.: 1357486-90-8
• Molecular Formula: C₃₅H₄₀N₅O₁₁P
• Molecular Weight: 737.703

Synonyms:N₆,N₆-dibenzoyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene adenosine

Chemical Property of N₆,N₆-dibenzoyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene adenosine

Chemical Property:

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Technology Process of N₆,N₆-dibenzoyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene adenosine

There total 2 articles about N₆,N₆-dibenzoyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene 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: 45.0%

N-benzoyl-N-(9-(6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl)benzamide (67662-04-8) + ethyl 2-diazo-2-(diethoxyphosphoryl)acetate (17507-56-1) → N6,N6-dibenzoyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene adenosine (1357486-90-8)

Guidance literature:

With tetra(trifluoroacetamidato)dirhodium(II); In benzene; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2011.12.077

Reference yield:

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) → N6,N6-dibenzoyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene adenosine (1357486-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-toluenesulfonyl azide; potassium carbonate

2: tetra(trifluoroacetamidato)dirhodium(II) / benzene / 24 h / 80 °C / Inert atmosphere

With 4-toluenesulfonyl azide; tetra(trifluoroacetamidato)dirhodium(II); potassium carbonate; In benzene;

DOI:10.1016/j.tet.2011.12.077

Reference yield: 77.0%

N6,N6-dibenzoyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene adenosine (1357486-90-8) → N6-benzoyl-5'-O-[diethyl(carboxyl)phosphonomethyl]-2',3'-O-isopropylidene adenosine (1357487-10-5)

Guidance literature:

With methanol; sodium hydroxide; at 20 ℃; for 12h;

DOI:10.1016/j.tet.2011.12.077

upstream raw materials:

N-benzoyl-N-(9-(6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl)benzamide

ethyl 2-diazo-2-(diethoxyphosphoryl)acetate

diethoxyphosphoryl-acetic acid ethyl ester

Downstream raw materials:

N₆-benzoyl-5'-O-[diethyl(carboxyl)phosphonomethyl]-2',3'-O-isopropylidene adenosine

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