Synthesis of Phosphonoglycine Backbone Units for the Development of Phosphono Peptide Nucleic Acids

被引：11

作者：

Doboszewski, Bogdan ^{[1
,2
]}

Groaz, Elisabetta ^{[2
]}

Herdewijn, Piet ^{[2
]}

机构：

[1] Univ Fed Rural Pernambuco, Dept Quim, BR-52171900 Recife, PE, Brazil

[2] Katholieke Univ Leuven, Rega Inst Med Res, Med Chem Lab, B-3000 Louvain, Belgium

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 2013卷 / 22期

关键词：

Medicinal chemistry; Asymmetric synthesis; Nucleotides; Peptide nucleic acids; Phosphonates; TRIS(DIMETHYLAMINO)SULFONIUM DIFLUOROTRIMETHYLSILICATE; KINETIC RESOLUTION; RAPID SYNTHESIS; PNA; OLIGONUCLEOTIDES; OLIGOMERS; ANALOGS; DISPLACEMENT; DERIVATIVES; REACTIVITY;

D O I：

10.1002/ejoc.201300523

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of phosphono-modified backbone mimics based on achiral and chiral N-(dihydroxypropyl)glycine units were obtained by sequential addition of phosphonate and nucleobase moieties to suitably protected dihydroxypropylamines. Simple synthetic strategies enabled the preparation of various target derivatives that will be useful as building blocks for the preparation of new synthetic polymers containing a phosphonate internucleotide linkage in place of the standard phosphodiester bond.

引用

页码：4804 / 4815

页数：12

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