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Stereospecific synthesis of partially protected 2‐azido‐2‐deoxy‐D‐glucosyl D‐<i>myo</i>‐inositol: Precursor of a potential insulin mimetic and membrane protein anchoring site
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Citations
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References
1990
Year
EngineeringStereospecific SynthesisGlycobiologyMolecular BiologyOrganic ChemistryPotential InsulinDiastereoisomeric MixtureHeterocycle ChemistryInsulin SignalingBiosynthesisAbstract RacemicStereoselective SynthesisGlycosylationBiochemistryPharmacologyOptical ResolutionBiomolecular EngineeringHeterocyclicMedicineDerivative (Chemistry)Carbohydrate-protein Interaction
Abstract Racemic and partially protected myo ‐inositol derivative 5 was coupled stereospecifically with the 2‐azido‐2‐deoxy‐glucosyl trichloroacetimidate donor 8. Optical resolution of the thus obtained diastereoisomeric mixture of dimers by silica gel column chromatography, and further protective group manipulations, afforded the suitably protected title compound 14.
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