Synthesis of hybrids of D-glucose and D-galactose with 1-deoxynojirimycin analogues using ring-closing metathesis

Kumar, Amit ; Rawal, Girish K. ; Vankar, Yashwant D. (2008) Synthesis of hybrids of D-glucose and D-galactose with 1-deoxynojirimycin analogues using ring-closing metathesis Tetrahedron, 64 (10). pp. 2379-2390. ISSN 0040-4020

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tet.2008.01.005

Abstract

Four hybrids of azasugars with D-glucose and D-galactose have been synthesized from 3-nitro-2,3-unsaturated-O-glycosides. All the hybrid molecules showed moderate activity against β-galactosidase, the one derived from D-glucose and 1,4-dideoxygulonojirimycin 18, and 26, which is a hybrid of D-glucose and 1,4-dideoxymannohomonojrimycin, showed selectivity toward α-glucosidase and β-galactosidase, respectively.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:RCM; Diastereoselective Hydroxylation; Stereoselective Nucleophilic Addition
ID Code:58193
Deposited On:31 Aug 2011 06:40
Last Modified:31 Aug 2011 06:40

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