About: Synthesis of (Purin-6-yl)methylphosphonate Bases and Nucleosides     Goto   Sponge   NotDistinct   Permalink

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  • Three approaches to the synthesis of the title (purin-6-yl)methylphosphonates were investigated and compared. While, the Arbuzov reaction of 6-(iodomethyl)purines with triethyl phosphite did not work, Michaelis–Becker alkylation of the sodium salt of diethyl phosphonate with 6-(mesyloxymethyl)purines gave the desired products in good yields. The best method was based on Rh- or Pd-catalyzed cross-coupling reactions of 6-iodopurines with (diisopropoxyphosphorylmethyl)zinc bromide.
  • Three approaches to the synthesis of the title (purin-6-yl)methylphosphonates were investigated and compared. While, the Arbuzov reaction of 6-(iodomethyl)purines with triethyl phosphite did not work, Michaelis–Becker alkylation of the sodium salt of diethyl phosphonate with 6-(mesyloxymethyl)purines gave the desired products in good yields. The best method was based on Rh- or Pd-catalyzed cross-coupling reactions of 6-iodopurines with (diisopropoxyphosphorylmethyl)zinc bromide. (en)
Title
  • Synthesis of (Purin-6-yl)methylphosphonate Bases and Nucleosides
  • Synthesis of (Purin-6-yl)methylphosphonate Bases and Nucleosides (en)
skos:prefLabel
  • Synthesis of (Purin-6-yl)methylphosphonate Bases and Nucleosides
  • Synthesis of (Purin-6-yl)methylphosphonate Bases and Nucleosides (en)
skos:notation
  • RIV/61388963:_____/10:00342810!RIV11-MSM-61388963
http://linked.open...avai/riv/aktivita
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  • P(1M0508), Z(AV0Z40550506)
http://linked.open...iv/cisloPeriodika
  • 18
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  • 291547
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  • RIV/61388963:_____/10:00342810
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  • purines; nucleosides; phosphonates; cross-coupling (en)
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  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [46D1B4A80128]
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  • Tetrahedron Letters
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http://linked.open...v/svazekPeriodika
  • 51
http://linked.open...iv/tvurceVysledku
  • Hocek, Michal
  • Pohl, Radek
  • Hasník, Zbyněk
http://linked.open...ain/vavai/riv/wos
  • 000276972200021
http://linked.open...n/vavai/riv/zamer
issn
  • 0040-4039
number of pages
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