Synthesis of N-substituted morpholine nucleoside derivatives

被引：4
|
作者：
Nekrasov, Mikhail D. [1 ,2 ]
Lukyanenko, Evgeny R. [1 ]
Kurkin, Alexander V. [1 ]
机构：
[1] Lomonosov Moscow State Univ, Dept Chem, Moscow, Russia
[2] Marlin Biotech LLC, Res Dept, Moscow, Russia
来源：
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2020年 / 39卷 / 09期
关键词：
DNA; PNA; morpholine; reductive amination; cycle synthesis; OLIGONUCLEOTIDE ANALOGS; DESIGN; PRIMER;
D O I：
10.1080/15257770.2020.1788078
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Herein, we report the synthesis of substituted morpholino nucleoside derivatives starting from ribonucleosides. The present protocol shows high functional group tolerance, uses mild reaction conditions, and gives moderate to good yields. This transformation is based on two sequential pathways: (i) the oxidation of the ribonucleosides to the corresponding dialdehyde using sodium periodate and (ii) the reductive amination of the in situ generated dialdehydes with the hydrochloride salts of various the alkylamines.
引用
收藏
页码：1223 / 1244
页数：22
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