5-[3-(8-(4-N',N'-dimethylaminophenyl)pyrene-1-carboxamido)-1-propynyl]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

Base Information

Chemical Name:5-[3-(8-(4-N',N'-dimethylaminophenyl)pyrene-1-carboxamido)-1-propynyl]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine
CAS No.:867150-52-5
Molecular Formula:C₅₈H₅₀N₄O₈
Molecular Weight:931.057
Hs Code.:

Synonyms:5-[3-(8-(4-N',N'-dimethylaminophenyl)pyrene-1-carboxamido)-1-propynyl]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

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Chemical Property of 5-[3-(8-(4-N',N'-dimethylaminophenyl)pyrene-1-carboxamido)-1-propynyl]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

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Technology Process of 5-[3-(8-(4-N',N'-dimethylaminophenyl)pyrene-1-carboxamido)-1-propynyl]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

There total 7 articles about 5-[3-(8-(4-N',N'-dimethylaminophenyl)pyrene-1-carboxamido)-1-propynyl]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine 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: 71.0%

: 867150-49-0
N-propargyl-8-(4-N',N'-dimethylaminophenyl)pyrene-1-carboxamide

: 104375-88-4
2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-iodouridine

: 867150-52-5
5-[3-(8-(4-N',N'-dimethylaminophenyl)pyrene-1-carboxamido)-1-propynyl]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 17h;
DOI:10.1021/ja053609e

Reference yield:

: 867150-47-8
1-acetyl-8-(4-N,N-dimethylaminophenyl)pyrene

: 867150-52-5
5-[3-(8-(4-N',N'-dimethylaminophenyl)pyrene-1-carboxamido)-1-propynyl]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: Br₂; aq. NaOH / dioxane / 3 h / 0 °C

2.1: PyBOP / dimethylformamide / 0.25 h / 20 °C

2.2: 120 mg / dimethylformamide / 2.5 h / 20 °C

3.1: 71 percent / Et₃N; Pd(PPh₃)4; CuI / dimethylformamide / 17 h / 20 °C

With sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; bromine; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide; 3.1: Sonogashira coupling;
DOI:10.1021/ja053609e

Reference yield:

: 867150-48-9
8-(4-N,N-dimethylaminophenyl)pyrene-1-carboxylic acid

: 867150-52-5
5-[3-(8-(4-N',N'-dimethylaminophenyl)pyrene-1-carboxamido)-1-propynyl]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: PyBOP / dimethylformamide / 0.25 h / 20 °C

1.2: 120 mg / dimethylformamide / 2.5 h / 20 °C

2.1: 71 percent / Et₃N; Pd(PPh₃)4; CuI / dimethylformamide / 17 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; 2.1: Sonogashira coupling;
DOI:10.1021/ja053609e