دورية أكاديمية

Glucuronic Esters. VI. Syntheses of Fully Protected 1-0-Acylaminoacyl-D-Glucuronic Acids by the Imidazole Promoted Active Ester and Drydohexylcarbodi-imide Methods

التفاصيل البيبلوغرافية
العنوان: Glucuronic Esters. VI. Syntheses of Fully Protected 1-0-Acylaminoacyl-D-Glucuronic Acids by the Imidazole Promoted Active Ester and Drydohexylcarbodi-imide Methods
المؤلفون: Roglić, G., Keglević, D.
المصدر: Croatica Chemica Acta ; ISSN 0011-1643 (Print) ; ISSN 1334-417X (Online) ; Volume 44 ; Issue 2
بيانات النشر: Croatian Chemical Society
سنة النشر: 1972
المجموعة: Hrčak - Portal of scientific journals of Croatia / Portal znanstvenih časopisa Republike Hrvatske
الوصف: Fully protected o-glucuronic estern linked at C-1 to the carboxyl group of N-acyl-DL and L-amino acids were synthesized by two methods involving direct participation of imidazole in the ester linkage formation: (a) accelerated active ester method and (b) imidazole promoted DCC condensation. The synthesis was performed with fully-methylated and -benzylated C-1 free o-glucuronic acid as the sugar component and with pentachlorophenyl esters of benzyloxycarbonyl- and tert-butyloxycarbonyl- amino acids in method (a), or with benzyloxycarbonyl- and acetylamino acids in method (b). Fully methylated o-glucuronic acid I, prepared from o-glucurono-6,3-lactone and dimethyl sulphate, was used as the starting material for the synthesis of methylated sugar component II; GLC and chemical studies indicate the furanose structure for I. The corresponding glucuronic esters were obtained as anomeric mixtures which were resolved and characterized. Conditions for the cleavage of the amino acid protecting group were studied and the fully methylated 1-0-glycyl-~-n-glucuronate was obtained as the monooxalate salt in crystalline form.
نوع الوثيقة: article in journal/newspaper
وصف الملف: application/pdf
اللغة: English
العلاقة: https://hrcak.srce.hr/197269Test
الإتاحة: https://hrcak.srce.hr/197269Test
https://hrcak.srce.hr/file/290599Test
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رقم الانضمام: edsbas.FC3A98E7
قاعدة البيانات: BASE