26151-22-4Relevant academic research and scientific papers
Efficient routes to optically active azido-, amino-, di-azido- and di-amino-cyclitols with chiro- and allo-configuration from myo-inositol
Sureshan, Kana M.,Ikeda, Kyoko,Asano, Naoki,Watanabe, Yutaka
, p. 8367 - 8370 (2004)
Efficient routes to hitherto unknown 1d-2,5-di-azido-di-deoxy-allo- inositol, 1d-2,5-di-amino-di-deoxy-allo-inositol, 1l-1-azido-1-deoxy-chiro- inositol and 1l-1-amino-1-deoxy-chiro-inositol were developed by using cheaply available myo-inositol as the st
Small-scale one-pot reductive alkylation of unprotected aminocyclitols with supported reagents
Sisa, Miroslav,Trapero, Ana,Llebaria, Amadeu,Delgado, Antonio
experimental part, p. 3167 - 3170 (2009/04/07)
A protocol for the reductive alkylation of unprotected aminocyclitols with supported reagents and scavengers is described. The method is operatively simple and provides the corresponding secondary amines in high yields and purities. Georg Thieme Verlag Stuttgart.
Efficient syntheses of optically pure chiro- and allo-inositol derivatives, azidocyclitols and aminocyclitols from myo-inositol
Sureshan, Kana M.,Ikeda, Kyoko,Asano, Naoki,Watanabe, Yutaka
, p. 4072 - 4080 (2008/09/20)
Efficient routes for the syntheses of optically pure and hitherto unknown l-chiro- and d-allo-inositol derivatives, azido- and aminocyclitols of l-chiro-configuration, diazido- and diaminocyclitols of d-allo-configuration from economically viable myo-inositol are described. These routes provide access to synthetically flexible 1,2:4,5-di-O-isopropylidene-chiro-inositol and 1,6:3,4-di-O-isopropylidene-allo-inositol, which are otherwise difficult to synthesize directly from their parent inositols. A one pot methodology that allows rapid access to both chiro- and allo-inositol derivatives has also been developed. Investigations on the glycosidase inhibitory properties of these novel azido- and amino-inositols unraveled the potentials of these classes of compounds as novel class of glycosidase inhibitors. Both d and l forms of these cyclitols could be synthesized from myo-inositol in gram scales and hence by exploiting the difference in reactivities of cis- and trans-ketals, a variety of protected derivatives, which are useful for the synthesis of unnatural phosphoinositols and natural products, can be synthesized.
