嘧啶核苷酸的高度区域选择性C-5碘化及随后与炔丙胺的化学选择性Sonogashira偶联反应。

Highly regioselective C-5 iodination of pyrimidine nucleotides and subsequent chemoselective Sonogashira coupling with propargylamine.

作者信息

Kore Anilkumar R, Senthilvelan Annamalai, Shanmugasundaram Muthian

机构信息

a Thermo Fisher Scientific , Bioorganic Chemistry Division , Austin , TX , USA.

出版信息

Nucleosides Nucleotides Nucleic Acids. 2015;34(2):92-102. doi: 10.1080/15257770.2014.964411.

DOI:10.1080/15257770.2014.964411

PMID:25621703

Abstract

An efficient C-5 iodination of pyrimidine-5'-triphosphates and subsequent palladium-catalyzed Sonogashira coupling reaction with propargylamine is described. The iodination reaction is highly regioselective and the coupling reaction is highly chemoselective that furnishes exclusive 5-(3-aminopropargyl)-pyrimidine-5'-triphosphate in good yield with high purity (>99%).

摘要

本文描述了嘧啶-5'-三磷酸的高效C-5碘化反应，以及随后与炔丙胺进行的钯催化Sonogashira偶联反应。碘化反应具有高度的区域选择性，偶联反应具有高度的化学选择性，能够以良好的产率和高纯度（>99%）得到单一的5-(3-氨基丙炔基)-嘧啶-5'-三磷酸。