Uracil → 5-Iodouracil

HRID 1055624Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1055624
N1C=CC(=O)NC1=O.[I:9][C:10]1[C:11](=[O:21])[NH:12][C:13](=[O:20])[N:14](CC(O)=O)[CH:15]=1.C(C(N)CNCC(OCC)=O)(OC(C)(C)C)=O>>[I:9][C:10]1[C:11](=[O:21])[NH:12][C:13](=[O:20])[NH:14][CH:15]=1

Komponenten

4

Edukt 3

HCID 1174UracilHCID 1361763(5-Iodo-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetic acidHCID 57253309HCID 57253309, Verbindung

Produkt 1

HCID 696725-Iodouracil

Versuchsvorschrift

The PNA trimer can be synthesized manually or in an automated peptide synthesizer. The synthesis of universal base PNA monomer has been reported in the literature129,130 The modified uracil PNA monomer may be synthesized starting from 5-iodouracil-1-acetic acid.131 The starting material reacts with ethyl N-[2-Boc-aminoethyl]glycinate, providing a 5-iodouracil PNA monomer that can be converted into the desired product through the Sonogashira coupling132 with 3-benzoylthio-1-propyne followed by treating with di-tbutyl-1-(tbutylthio)hydrazine-1,2-dicarboxylate.34

Aufarbeitung

  1. customThe synthesis of universal base PNA monomer
  2. custommay be synthesized

Quellen und Nachweise

ORD-Eintrag
ord-a69cfa82f3f64dcfbab481e5f1e4a4f6
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09395352B2

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