Abstract:
1,2,3,4,6-Penta-O-acetyl-α-D-glucopyranose reacts with a silylated ethyl ester of 6,7-difluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid 1 with C-glycosylation to subsequently afford the ethyl ester of 8-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)- 6,7-difluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid 4; on the contrary, condensation of 1,2-di-O-acetyl-3,5-di-O-benzoyl- D-xylofuranose with the heterocycle 1 results in an N-glycosylation product 2.
Document Type:
Article
Language: English
Citation:
G. A. Tolstikov, A. G. Mustafin, G. Kh. Yghibaeva, R. R. Gataullin, L. V. Spirikhin, V. S. Sultanova, I. B. Abdrakhmanov, “N- and C-Glycosylation of 6,7-Difluoro-1,4-dihydro-4-oxo-3-quinoline Carboxylic Acid Ethyl Ester”, Mendeleev Commun., 3:5 (1993), 194
Linking options:
https://www.mathnet.ru/eng/mendc5327
https://www.mathnet.ru/eng/mendc/v3/i5/p194
This publication is cited in the following 3 articles:
Helmut Vorbrüggen, Carmen Ruh‐Pohlenz, Organic Reactions, 1999, 1
U. Petersen, T. Schenke, Handbook of Experimental Pharmacology, 127, Quinolone Antibacterials, 1998, 63
G. A. TOLSTIKOV, A. G. MUSTAFIN, G. KH. YGHIBAEVA, R. R. GATAULLIN, L. V. SPIRIKHIN, V. S. SULTANOVA, I. B. ABDRAKHMANOV, “ChemInform Abstract: N‐ and C‐Glycosylation of 6,7‐Difluoro‐1,4‐dihydro‐4‐oxo‐3‐ quinolinecarboxylic Acid Ethyl Ester.”, ChemInform, 25:15 (1994)
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