Enzyme Stimulants Inositolphosphoglycan Mimics

Insulin-dependent Enzyme Stimulants Inositolphosphoglycan Mimics 

Martin-Lomas et al, US Patent 6,953,781 (October 11, 2005) Assignee Rodaris Pharmaceuticals Limited Utility Treatment of Type I Diabetes 

Invention Significance Inositolphosphoglycans (IPGs) have been 

Preparation of l -D-6-0-(2 -azido-3 -0-benzyl-4, 6 -0-benzylidene-2 -deoxy-ot-D-glucopyranosyl)-l,2-0-(L)-l,7,7-trimethyl[2.2.1]-bicyclohept-2-ylidene 

A solution of trichloroacetimidate 2-azido-3-0-benzyl-4,6-0-benzylidene-2-deoxy-n-glucopyranoside (3.217mmol) and l-D-l,2-0-(r.-l,7,7-trimethy][2.2.1 -bicyc]ohept-2-ylidene)-3,4-0-(l,l,3,3-tetraisopropyldisiloxanyl)-myo-inositol (4.507mmol) in 50 ml diethyl ether at —20°C was treated with 29 ml trimethylsilyl trifluromethanesulfonate, then gradually warmed over 5 hours to ambient temperature. The mixture was then quenched with 0.5 ml triethylamine and concentrated. The residue was purified by flash chromatography using a hexane/EtOAc gradient of 95 5-75 25 and the a(l-6) product isolated in 55% yield as a white solid. 

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I. Insulin-dependent Enzyme Stimulants Inositolphosphoglycan Mimics... 

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