Abstract
Abstract(–)‐Blebbistatin (1), a recently discovered small molecule inhibitor of the ATPase activity of non‐muscle myosin II has been prepared from methyl 5‐methylanthranilate (6) in three steps. This flexible synthetic route has also been used to prepare a nitro group‐containing analogue12that has modified fluorescence properties and improved stability under microscope illumination. The key step in the synthesis of1and its analogues was the asymmetric hydroxylation of the quinolone intermediate3using the Davis oxaziridine methodology. The absolute stereochemistry of (–)‐blebbistatin (1) was shown to beSby X‐ray crystal structure analysis of a heavy atom (bromine) containing analogue11, which was subsequently reduced and shown to be identical to1. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
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