312911-53-8

Upstream product

• 92052-29-4 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl trichloroacetimidate 
• 312911-49-2 N-(7-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-benzamide 
• 74808-10-9 O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate 
• 608-25-3 2-methylbenzene-1,3-diol 
• 89363-86-0 (Z)-2-phenyl-4-(chloromethylene)-5(4H)-oxazolone 

Relevant academic research and scientific papers

Novobiocin-related compounds: Synthesis of 3-benzoylamino-2-oxo-2H-1-benzopyran-7-yl D-glycopyranosides by the trichloroacetimidate methodology

A general stereoselective method for the synthesis of 4-deoxynovobiocin-related glycosides is described. 3-Benzoylamino-2H-1-benzopyran-7-yl 2,3,4,6-tetra-O-acetyl-D-glycopyranosides of glucose, galactose and mannose were synthesised from appropriate O-glycosyltrichloroacetimidates and N-(7-hydroxy-2-oxo-2H-1-benzopyran-3-yl)benzamides in boiling methylene chloride in the presence of boron trifluoride etherate. Heating of these products in a mixture of triethylamine and methanol gave the corresponding deprotected 3-benzoylamino-2-oxo-2H-1-benzopyran-7-yl β-D-glycopyranosides. (C) 2000 Elsevier Science Ltd.