Tetrahedron Letters 2015-12-01

Synthesis of _-triphosphotriester pronucleotides.

Yousef Beni, Chandravanu Dash, Keykavous Parang

Index: Tetrahedron Lett. 56(17) , 2247-2250, (2015)

Full Text: HTML

Abstract

Dinucleoside phosphorochloridite were synthesized from phosphorus trichloride and three nucleoside analogues, 3'-fluoro-2',3'-dideoxythymidine (FLT), 2',3'-dideoxy-5-fluoro-3'-thiacytidine (FTC), and 2',3'-dideoxy-3'-thiacytidine (3TC), in a multistep synthesis. Polymer-bound N-Boc p-acetoxybenzyl 5'-O-2'-deoxythymidine was reacted with dinucleoside phosphorochloridite in the presence of 2,6-lutidine, followed by the reaction with dodecyl alcohol and 5-(ethylthio)-1H-tetrazole, oxidation with tert-butyl hydroperoxide, and acidic cleavage, respectively, to afford the _-triphosphotriester derivatives containing three different nucleosides.

Related Compounds

  • Phosphorus trichlo...

Related Articles:

Advanced material and approach for metal ions removal from aqueous solutions.

2015-01-01

[Sci. Rep. 5 , 8992, (2015)]

Immobilization and stretching of 5'-pyrene-terminated DNA on carbon film deposited on electron microscope grid.

2015-11-01

[Microsc. Res. Tech. 78 , 994-1000, (2015)]

Synthesis, characteristics and biological activity of pentacoordinated spirophosphoranes derived from amino acids.

2005-06-01

[Amino Acids 28(4) , 369-72, (2005)]

Side reactions in the pyroglutamic acid-7-amino-4-methylcoumarin synthesis.

1996-07-01

[Int. J. Pept. Protein Res. 48(1) , 56-8, (1996)]

A diversity oriented, microwave assisted synthesis of N-substituted 2-hydro-4-amino-pyrido[2,3-d]pyrimidin-7(8H)-ones.

2009-02-01

[Mol. Divers. 13(1) , 39-45, (2009)]

More Articles...