6-Amino-2,6-dideoxy- or -2,3,6-trideoxyhexono-1,6-lactams: Synthesis and conformation

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22330%2F04%3A00012945" target="_blank" >RIV/60461373:22330/04:00012945 - isvavai.cz</a>
Result on the web
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DOI - Digital Object Identifier
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Result language
angličtina
Original language name
6-Amino-2,6-dideoxy- or -2,3,6-trideoxyhexono-1,6-lactams: Synthesis and conformation
Original language 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. 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.carbohydrates; aminosugars; lactams; conformation analysis; CD spectroscopy;NMR
Czech name
6-Amino-2,6-dideoxy- a-2,3,6-trideoxyhexono-1,6-lactamy: Synthesa a konformace
Czech description
Byly připraveny 6-amino-2,6-dideoxy-D-ribo-hexono-1,6-laktam, 6-amino-2,6-dideoxy-D-arabino-hexono-1,6-laktam, 6-amino-2,3,6-trideoxy-L-threo-hexono-1,6-laktam a jejich per-O-acetylderiváty. Byla studována jejich konformace pomocí 1H a 13C NMR spekter.

Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Publication year
2004
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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