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Volumn 55, Issue 52, 1999, Pages 14871-14884

Synthesis of a novel azapseudodisaccharide related to allosamidin employing N,N'-diacetylchitobiose as a key starting material

Author keywords

Carbohydrate mimetics; Enzyme inhibitors; Guanidines; Radicals and radical reactions

Indexed keywords

ALLOSAMIDIN; CHITINASE; ENZYME INHIBITOR;

EID: 0033601418     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(99)00972-2     Document Type: Article
Times cited : (12)

References (34)
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    • note
    • Cyclization reaction of 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-5-O-phenoxy(thiocarbonyl)-D-glucose O-benzyl oximes under the same conditions gave a mixture of the corresponding cyclopentane derivatives in 63% yield with the stereoselectivity as follows (10 : 11 : 12 : 13 = 51 : 13 : 20 : 16).
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    • Reaction of 16 with alkylating reagents such as Meerwein reagent and methyl trifrate also gave unsatisfactory results. In addition, treatment of 10b with dichloromethylenedimethyliminium chloride led to a intractable mixture
    • For example, Appel. R, Angew. Chem., Int. Ed., 1975, 14, 801. Reaction of 16 with alkylating reagents such as Meerwein reagent and methyl trifrate also gave unsatisfactory results. In addition, treatment of 10b with dichloromethylenedimethyliminium chloride led to a intractable mixture.
    • (1975) Angew. Chem., Int. Ed. , vol.14 , pp. 801
    • Appel, R.1


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