Stereospecific synthesis of partially protected 2-azido-2-deoxy-D-glucosyl D-myo-inositol: Precursor of a potential insulin mimetic and membrane protein anchoring site

✍ Scribed by R. Verduyn; C. J. J. Elie; C. E. Dreef; G. A. van der Marel; J. H. van Boom

• Book ID: 104589250
• Publisher: Elsevier Science
• Year: 2010
• Tongue: English
• Weight: 220 KB
• Volume: 109
• Category: Article
• ISSN: 0165-0513
• DOI: 10.1002/recl.19901091205

✦ Synopsis

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.