N₃-benzyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene uridine

Base Information

• Chemical Name: N₃-benzyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene uridine
• CAS No.: 1357486-98-6
• Molecular Formula: C₂₇H₃₇N₂O₁₁P
• Molecular Weight: 596.571

Synonyms:N₃-benzyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene uridine

Chemical Property of N₃-benzyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene uridine

Chemical Property:

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Technology Process of N₃-benzyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene uridine

There total 2 articles about N₃-benzyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene uridine 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: 42.0%

ethyl 2-diazo-2-(diethoxyphosphoryl)acetate (17507-56-1) + N3-benzyl-2',3'-O-isopropylideneuridine (32464-90-7) → N3-benzyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene uridine (1357486-98-6)

Guidance literature:

With tetra(trifluoroacetamidato)dirhodium(II); In benzene; at 80 ℃; for 36h; Inert atmosphere;

DOI:10.1016/j.tet.2011.12.077

Reference yield:

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) → N3-benzyl-5'-O-[diethyl(ethoxycarbonyl)phosphonomethyl]-2',3'-O-isopropylidene uridine (1357486-98-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-toluenesulfonyl azide; potassium carbonate

2: tetra(trifluoroacetamidato)dirhodium(II) / benzene / 36 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

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

ethyl 2-diazo-2-(diethoxyphosphoryl)acetate

N³-benzyl-2',3'-O-isopropylideneuridine

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