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Transformation of aldoses into glycosylamine 1,2-(cyclic carbamates) (glyco-oxazolidin-2-ones) by reaction with potassium cyanate

✍ Scribed by József Kovács; István Pintér; Ursula Lendering; Peter Köll


Book ID
102995933
Publisher
Elsevier Science
Year
1991
Tongue
English
Weight
734 KB
Volume
210
Category
Article
ISSN
0008-6215

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✦ Synopsis


Treatment of pentoses and some hexoses with potassium cyanate in aqueous solutions, buffered with sodium dihydrogen phosphate or ammonium chloride, gave glycosylamine I ,2-(cyclic carbamates) {glycofurano(or pyrano)[l,2-d]oxazolidin-2-ones}. Most of the products had furanoid structures, but D-mannose and D-lyxose gave preponderantly pyranose derivatives. Epimerisation at C-2 was observed in certain reactions. The products and their acetylatedderivatives were character&d by ' H-and "C-n.m.r. spectrosco-PY.