Light-directed radial combinatorial chemistry: orthogonal safety-catch protecting groups for the synthesis of small molecule microarrays

A Shaginian, M Patel, MH Li, ST Flickinger…

Index: Shaginian, Alex; Patel, Madhusudan; Li, Mo-Huang; Flickinger, Shane T.; Kim, Changhan; Cerrina, Franco; Belshaw, Peter J. Journal of the American Chemical Society, 2004 , vol. 126, # 51 p. 16704 - 16705

Full Text: HTML

Citation Number: 25

Abstract

We describe the development of photolabile protecting groups based on the 3, 4, 5- trimethoxyphenacyl group (TMP). Orthogonal safety-catches were created by introducing an acid-activatible dimethyl ketal (AA-TMP) and an oxidatively activatible 1, 3-dithiane (OA- TMP) into the photolabile TMP group. We demonstrate the application of these protecting groups in light-directed synthesis of small molecule microarrays with diversity elements ...