About: SYNTHESIS AND CONFORMATION OF 6-AMINO-3,6-DIDEOXYHEXONO-1,6-LACTAMS     Goto   Sponge   NotDistinct   Permalink

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Description
  • Three isomeric 6-amino-3,6-dideoxyhexono-1,6-lactams of D-ribo (1a), L-lyxo (2a) and L-arabino (3a) configuration were synthesized via the corresponding 6-azido-3,6-dideoxyhexoses starting from 1,2:5,6-di-O-isopropylidene- -D-glucofuranose. Conformation of lactams 1a, 2a and 3a and their tri-O-acetyl derivatives 1b, 2b and 3b was studied using NMR spectroscopy. CD spectra of the lactams 1a-3a, together with the D-xylo diastereoisomer 4a, were measured and interpreted according to semiempirical rules. NMR and CD measurements confirmed the chair conformation with an equatorial substituent on C-2 as prevailing for the all measured lactams
  • Three isomeric 6-amino-3,6-dideoxyhexono-1,6-lactams of D-ribo (1a), L-lyxo (2a) and L-arabino (3a) configuration were synthesized via the corresponding 6-azido-3,6-dideoxyhexoses starting from 1,2:5,6-di-O-isopropylidene- -D-glucofuranose. Conformation of lactams 1a, 2a and 3a and their tri-O-acetyl derivatives 1b, 2b and 3b was studied using NMR spectroscopy. CD spectra of the lactams 1a-3a, together with the D-xylo diastereoisomer 4a, were measured and interpreted according to semiempirical rules. NMR and CD measurements confirmed the chair conformation with an equatorial substituent on C-2 as prevailing for the all measured lactams (en)
Title
  • SYNTHESIS AND CONFORMATION OF 6-AMINO-3,6-DIDEOXYHEXONO-1,6-LACTAMS
  • SYNTHESIS AND CONFORMATION OF 6-AMINO-3,6-DIDEOXYHEXONO-1,6-LACTAMS (en)
skos:prefLabel
  • SYNTHESIS AND CONFORMATION OF 6-AMINO-3,6-DIDEOXYHEXONO-1,6-LACTAMS
  • SYNTHESIS AND CONFORMATION OF 6-AMINO-3,6-DIDEOXYHEXONO-1,6-LACTAMS (en)
skos:notation
  • RIV/60461373:22330/02:00006842!RIV/2004/MSM/223304/N
http://linked.open.../vavai/riv/strany
  • 622-644
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(GA203/97/0621), Z(AV0Z4055905), Z(MSM 223300006)
http://linked.open...iv/cisloPeriodika
  • 5
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
  • 666118
http://linked.open...ai/riv/idVysledku
  • RIV/60461373:22330/02:00006842
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • Carbohydrates; Lactams; Amino sugars; Conformation analysis; NMR spectroscopy; Circular dichroism. (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • CZ - Česká republika
http://linked.open...ontrolniKodProRIV
  • [5583D6AE402D]
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...ocetUcastnikuAkce
http://linked.open...nichUcastnikuAkce
http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 67
http://linked.open...iv/tvurceVysledku
  • Havlíček, Jaroslav
  • Kefurt, Karel
  • Hamrníková, M.
http://linked.open...n/vavai/riv/zamer
issn
  • 0010-0765
number of pages
http://localhost/t...ganizacniJednotka
  • 22330
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