Oligosaccharide Analogues of Polysaccharides. Part 12. Synthesis of ‘acetyleno-saccharide’-derived cyclodextrin analogues

التفاصيل البيبلوغرافية
العنوان: Oligosaccharide Analogues of Polysaccharides. Part 12. Synthesis of ‘acetyleno-saccharide’-derived cyclodextrin analogues
المؤلفون: Andrea Vasella, Roland Burli
المصدر: Helvetica Chimica Acta. 80:1027-1052
بيانات النشر: Wiley, 1997.
سنة النشر: 1997
مصطلحات موضوعية: chemistry.chemical_classification, Cyclodextrin, Concentration dependence, Stereochemistry, Organic Chemistry, Trimer, Oligosaccharide, Polysaccharide, Biochemistry, Catalysis, Inorganic Chemistry, chemistry, Tetramer, Drug Discovery, Physical and Theoretical Chemistry, Optical rotation
الوصف: ‘Acetyleno-oligosaccharides’ in which two terminal ethynyl substituents enclose an angle (significantly) below 180° are building blocks for the preparation of cyclodextrin analogues. This is illustrated by the preparation of a cyclotrimer and a cyclotetramer; the C3-symmetrical cyclotrimer 18 (Scheme 1) was synthesized in 13 steps (7.7%) and the C4-symmetrical cyclotetramer 51 (Scheme 3) in 14 steps (4.3%) from the known dialkyne 21. The solubilities of 18 and 51 in H2O were determined by gravimetry; a saturated solution is 130 mM in the trimer 18 and 12.8 mM in the tetramer 51. The dependence of the optical rotation of 18 and 51 in H2O on the concentration, and the concentration dependence of the 1H-NMR chemical shift of the signals of the 1CH groups of 51 (D2O) suggest that there is no significant self-association of 18 and 51.
تدمد: 0018-019X
DOI: 10.1002/hlca.19970800403
URL الوصول: https://explore.openaire.eu/search/publication?articleId=doi_________::66611a77fce6de9f58a6dbdf397706ca
https://doi.org/10.1002/hlca.19970800403
Rights: CLOSED
رقم الانضمام: edsair.doi...........66611a77fce6de9f58a6dbdf397706ca
قاعدة البيانات: OpenAIRE
الوصف
تدمد:0018019X
DOI:10.1002/hlca.19970800403