About: Novel heterocyclic Troger´ s base derivatives containing N-methylpyrrole units     Goto   Sponge   NotDistinct   Permalink

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Description
  • Novel analogues of Troger's base were prepared regioselectively from 4-amono-N-methylpyrrole carboxylates in good yield. Catalytic hydrogenation ofdibenzyl-4,9-methano-l,6-dimethyl-4,5.9.10-tetrahydro-1H,6H-dipyrrolo- [3,2/b:3',2'-fII1,5]diazocin- 2,7-dicarboxylate 2b led to 4,9-methano-1,6-dimethyl-4,5,9,10-1H,6H-dipyrrolo-[3,2-b:3',2'-f][1,5]diazocin-2,7-dicargoxylic acid 3 which was used for the preparation of Troger's base derivatives of natural antibiotics via an amide protocol. The novel heterocyclic Troger's bases were characterized by a variety of spectroscopic techniques and compound 2b by X-ray crystallography. Incorporation of guanidine as the terminal group in the N-methylpyrrole Troger's base skeleton opens the possibility for preparationof water soluble derivatives.
  • Novel analogues of Troger's base were prepared regioselectively from 4-amono-N-methylpyrrole carboxylates in good yield. Catalytic hydrogenation ofdibenzyl-4,9-methano-l,6-dimethyl-4,5.9.10-tetrahydro-1H,6H-dipyrrolo- [3,2/b:3',2'-fII1,5]diazocin- 2,7-dicarboxylate 2b led to 4,9-methano-1,6-dimethyl-4,5,9,10-1H,6H-dipyrrolo-[3,2-b:3',2'-f][1,5]diazocin-2,7-dicargoxylic acid 3 which was used for the preparation of Troger's base derivatives of natural antibiotics via an amide protocol. The novel heterocyclic Troger's bases were characterized by a variety of spectroscopic techniques and compound 2b by X-ray crystallography. Incorporation of guanidine as the terminal group in the N-methylpyrrole Troger's base skeleton opens the possibility for preparationof water soluble derivatives. (en)
Title
  • Novel heterocyclic Troger´ s base derivatives containing N-methylpyrrole units
  • Novel heterocyclic Troger´ s base derivatives containing N-methylpyrrole units (en)
skos:prefLabel
  • Novel heterocyclic Troger´ s base derivatives containing N-methylpyrrole units
  • Novel heterocyclic Troger´ s base derivatives containing N-methylpyrrole units (en)
skos:notation
  • RIV/60461373:22340/03:00007617!RIV/2004/GA0/223404/N
http://linked.open.../vavai/riv/strany
  • 2083-2086
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(GA309/02/1193), Z(MSM 223400008)
http://linked.open...iv/cisloPeriodika
  • 1
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 618428
http://linked.open...ai/riv/idVysledku
  • RIV/60461373:22340/03:00007617
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • Troger´ s base; N-methylpyrrole; regioselectivity; guanidine (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [0677723CD0FA]
http://linked.open...i/riv/nazevZdroje
  • Tetrahedron Letters
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...ocetUcastnikuAkce
http://linked.open...nichUcastnikuAkce
http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 44
http://linked.open...iv/tvurceVysledku
  • Král, Vladimír
  • Vašek, Petr
  • Dolenský, Bohumil
  • Valík, Martin
  • Petříčková, Hana
http://linked.open...n/vavai/riv/zamer
issn
  • 0040-4039
number of pages
http://localhost/t...ganizacniJednotka
  • 22340
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