AttributesValues
rdf:type
Description
  • 6-Amino-2,6-dideoxy-D-ribo-hexono-1,6-lactam (1a), 6-amino-2,6-dideoxy-D-arabino-hexono-1,6-lactam (2a), 6-amino-2,3,6-trideoxy-L-threo-hexono-1,6-lactam (3a) and per-O-acetyl derivatives 1b-3b were synthesized and their seven-membered lactam ring conformation was studied. H-1' and C-13 NMR spectra of the named lactams, measured at low temperature, always disclosed the presence of both C-1,N(4) and C-4(1,N) conformations in ratios which were affected mainly by the stereochemistry of cyclohexane. There were no CD extremes over 200 nm found in water solutions of the lactams 1a and 2a, probably owing to the symmetry of the C2-C6 parts of their seven-membered rings. These results contrast with those previously found for the lactams having OH or OAc at C2, and support a concept of the directive role of the C2 substituent in conformation equilibrium.
  • 6-Amino-2,6-dideoxy-D-ribo-hexono-1,6-lactam (1a), 6-amino-2,6-dideoxy-D-arabino-hexono-1,6-lactam (2a), 6-amino-2,3,6-trideoxy-L-threo-hexono-1,6-lactam (3a) and per-O-acetyl derivatives 1b-3b were synthesized and their seven-membered lactam ring conformation was studied. H-1' and C-13 NMR spectra of the named lactams, measured at low temperature, always disclosed the presence of both C-1,N(4) and C-4(1,N) conformations in ratios which were affected mainly by the stereochemistry of cyclohexane. There were no CD extremes over 200 nm found in water solutions of the lactams 1a and 2a, probably owing to the symmetry of the C2-C6 parts of their seven-membered rings. These results contrast with those previously found for the lactams having OH or OAc at C2, and support a concept of the directive role of the C2 substituent in conformation equilibrium. (en)
  • Byly syntetizovány 6-amino-2,6-dideoxy-D-ribo-hexono-1,6-lactamy(1a), 6-amino-2,6-dideoxy-D-arabino-hexono-1,6-lactamy(2a), 6-amino-2,6-dideoxy-L-threo-hexono-1,6-lactamy(3a) a per-O-acetyl deriváty (1b-3b) a konformace jejich sedmičlenných laktamových kruhů byla studována. Byla měřena 1H a 13C NMR spektra jmenovaných laktamů za nízké teploty, která vždy odhalila přítomnost konformací 1,NC4 a 4C1,N , které jsou ovlivněny zejména stereochemií cyklohexanového kruhu. Nebyly nalezeny žádná CD maxima přes 200 nm ve vodných roztocích laktamů 1a a 2a vzhledem k symetrii části C2-C6 sedmičlenného kruhu. Tyto výsledky jsou v kontrastu k předcházejícím, kde bylo zjištěno, že laktamy mající na C2 skupinu OH nebo OAc, podporují koncept direktivní role C2 substituentu na konformační rovnováhu. (cs)
Title
  • 6-amino-2,6-dideoxy a 2,3,6-trideoxyhexono-1,6-laktany: syntéza a konformace (cs)
  • Byly syntetizovány 6-amino-2,6-dideoxy-D-ribo-hexono-1,6-lactamy(1a), 6-amino-2,6-dideoxy-D-arabino-hexono-1,6-lactamy(2a), 6-amino-2,6-dideoxy-L-threo-hexono-1,6-lactamy(3a) a per-O-acetyl deriváty (1b-3b) a konformace jejich sedmičlenných laktamový
  • Byly syntetizovány 6-amino-2,6-dideoxy-D-ribo-hexono-1,6-lactamy(1a), 6-amino-2,6-dideoxy-D-arabino-hexono-1,6-lactamy(2a), 6-amino-2,6-dideoxy-L-threo-hexono-1,6-lactamy(3a) a per-O-acetyl deriváty (1b-3b) a konformace jejich sedmičlenných laktamový (en)
skos:prefLabel
  • 6-amino-2,6-dideoxy a 2,3,6-trideoxyhexono-1,6-laktany: syntéza a konformace (cs)
  • Byly syntetizovány 6-amino-2,6-dideoxy-D-ribo-hexono-1,6-lactamy(1a), 6-amino-2,6-dideoxy-D-arabino-hexono-1,6-lactamy(2a), 6-amino-2,6-dideoxy-L-threo-hexono-1,6-lactamy(3a) a per-O-acetyl deriváty (1b-3b) a konformace jejich sedmičlenných laktamový
  • Byly syntetizovány 6-amino-2,6-dideoxy-D-ribo-hexono-1,6-lactamy(1a), 6-amino-2,6-dideoxy-D-arabino-hexono-1,6-lactamy(2a), 6-amino-2,6-dideoxy-L-threo-hexono-1,6-lactamy(3a) a per-O-acetyl deriváty (1b-3b) a konformace jejich sedmičlenných laktamový (en)
skos:notation
  • RIV/60461373:22340/04:00011054!RIV/2005/MSM/223405/N
http://linked.open.../vavai/riv/strany
  • 867-884
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • Z(MSM 223300006)
http://linked.open...iv/cisloPeriodika
  • 4
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
  • 556703
http://linked.open...ai/riv/idVysledku
  • RIV/60461373:22340/04:00011054
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • carbohydrates;aminosugars;lactams;conformation analysis;CD spectroscopy;NMR spectroscopy (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • CZ - Česká republika
http://linked.open...ontrolniKodProRIV
  • [136B7F3E9827]
http://linked.open...i/riv/nazevZdroje
  • Collection of Czechoslovak Chemical Communications
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 69
http://linked.open...iv/tvurceVysledku
  • Havlíček, Jaroslav
  • Votavová, H.
  • Kefurt, Karel
  • Pospíšilová, H.
  • Hamerníková, M.
  • Bláhová, R.
http://linked.open...n/vavai/riv/zamer
issn
  • 0010-0765
number of pages
http://localhost/t...ganizacniJednotka
  • 22340
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