N⁴-benzoyl-1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-iodocytosine

Base Information

• Chemical Name: N⁴-benzoyl-1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-iodocytosine
• CAS No.: 897931-72-5
• Molecular Formula: C₄₀H₄₃IN₃O₇P
• Molecular Weight: 835.676

Synonyms:N⁴-benzoyl-1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-iodocytosine

Chemical Property of N⁴-benzoyl-1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-iodocytosine

Chemical Property:

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Technology Process of N⁴-benzoyl-1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-iodocytosine

There total 1 articles about N⁴-benzoyl-1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-iodocytosine 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: 70.0%

bis(2-propyl) N4-benzoyl-1-(S)-(2-phosphonomethoxy-3-triphenylmethoxypropyl)cytosine (148873-52-3) → N4-benzoyl-1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-iodocytosine (897931-72-5)

Guidance literature:

With N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); In toluene; at 20 - 80 ℃; for 16h;

DOI:10.1135/cccc20060579

Reference yield: 70.0%

N4-benzoyl-1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-iodocytosine (897931-72-5) + trimethylsilylacetylene (1066-54-2) → N4-benzoyl-1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-[(trimethylsilyl)ethynyl]cytosine (897931-73-6)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; at 20 ℃; for 2h;

DOI:10.1135/cccc20060579

Reference yield:

N4-benzoyl-1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-iodocytosine (897931-72-5) → 1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-ethynylcytosine (897931-74-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / CuI; Et₃N / [PdCl₂(Ph₃P)2] / dioxane / 2 h / 20 °C

2: 96 percent / NH₃ / methanol / 24 h / 4 °C

With copper(l) iodide; ammonia; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; methanol; 1: Sonogashira coupling;

DOI:10.1135/cccc20060579

upstream raw materials:

bis(2-propyl) N⁴-benzoyl-1-(S)-(2-phosphonomethoxy-3-triphenylmethoxypropyl)cytosine

Downstream raw materials:

N⁴-benzoyl-1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-[(trimethylsilyl)ethynyl]cytosine

1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-ethynylcytosine

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