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

Base Information

Chemical Name:1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-ethynylcytosine
CAS No.:897931-74-7
Molecular Formula:C₃₅H₄₀N₃O₆P
Molecular Weight:629.693
Hs Code.:

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

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

Chemical Property:

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

There total 3 articles about 1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-ethynylcytosine 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: 96.0%

: 897931-73-6
N⁴-benzoyl-1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-[(trimethylsilyl)ethynyl]cytosine

: 897931-74-7
1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-ethynylcytosine

Guidance literature:: With ammonia; In methanol; at 4 ℃; for 24h;
DOI:10.1135/cccc20060579

Reference yield:

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

: 897931-74-7
1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-ethynylcytosine

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

Reference yield:

: 148873-52-3
bis(2-propyl) N⁴-benzoyl-1-(S)-(2-phosphonomethoxy-3-triphenylmethoxypropyl)cytosine

: 897931-74-7
1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-ethynylcytosine

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / N-iodosuccinimide; AIBN / toluene / 16 h / 20 - 80 °C

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

3: 96 percent / NH₃ / methanol / 24 h / 4 °C

With N-iodo-succinimide; copper(l) iodide; 2,2'-azobis(isobutyronitrile); ammonia; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; methanol; toluene; 2: Sonogashira coupling;
DOI:10.1135/cccc20060579