Synthesis of Triple-Bond-Containing 1-Hydroxy-1,1-bisphosphonic Acid Derivatives To Be Used as Precursors in "Click" Chemistry: Two Examples

被引：8
|
作者：
Turhanen, Petri A. [1 ]
机构：
[1] Univ Eastern Finland, Sch Pharm, Bioctr Kuopio, FIN-70211 Kuopio, Finland
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 13期
关键词：
BISPHOSPHONATE PRODRUGS; BIOLOGICAL EVALUATION; CELLULAR UPTAKE; ETIDRONIC ACID; FATTY-ACIDS; INHIBITORS; NANOPARTICLES; NMR; REARRANGEMENT; RISEDRONATE;
D O I：
10.1021/jo500831r
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthesis of novel (omega-alkynyl-1-hydroxy-1,1-diyl)bisphosphonic acid tetramethyl esters (1a-c), their P,P'-dimethyl esters (2a-c), and two trimethyl ester derivatives (3a and 3b) is reported. The prepared compounds can be attached to many kinds of molecules containing azide (-N-3) functionalities using a "click" chemistry approach. As an example, bisphosphonate trimethyl ester 3a and P,P'-dimethyl ester 2b were attached to triethylene glycol to form triethylene glycol-bisphosphonate conjugates 4 and 5 as model compounds for further studies in, for example, nanoparticle targeting.
引用
收藏
页码：6330 / 6335
页数：6
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