1-Aza-sugars from D-glucose. preparation of 1-deoxy-5-dehydroxymethyl-nojirimycin, its analogues and evaluation of glycosidase inhibitory activity

T. Patil, Nitin ; John, Sheeja ; G. Sabharwal, Sushma ; Dhavale, Dilip D. (2002) 1-Aza-sugars from D-glucose. preparation of 1-deoxy-5-dehydroxymethyl-nojirimycin, its analogues and evaluation of glycosidase inhibitory activity Bioorganic & Medicinal Chemistry, 10 (7). pp. 2155-2160. ISSN 0968-0896

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S09680...

Related URL: http://dx.doi.org/10.1016/S0968-0896(02)00073-1

Abstract

D-Glucose derived pentodialdoses 11a-c on reduction followed by tosylation, azide displacement, hydrogenation and protection with -Cbz group gave N-Cbz protected compounds 14a-c, respectively, which on removal of 1,2-acetonide functionality and hydrogenation afforded corresponding 1-aza-sugars 3, 9 and 10 in good overall yields. The glycosidase inhibition activity of these 1-aza-sugars was tested with sweet almond as a rich source of different glycosidases.

Item Type:Article
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ID Code:9481
Deposited On:02 Nov 2010 12:07
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