Fully orthogonally protected 2-deoxystreptamine from kanamycin.

J Org Chem

Institute for Molecules and Materials, Radboud University Nijmegen, Toernooiveld 1, 6525 ED Nijmegen, The Netherlands.

Published: July 2008

A fully orthogonally protected and enantiopure 2-deoxystreptamine derivative is prepared in a few straightforward steps from commercially available kanamycin. Resolution of a sterically hindered diacetate was effected by a Verenium esterase and was followed by a chemoselective Staudinger reduction-acylation protocol.

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http://dx.doi.org/10.1021/jo8004414DOI Listing

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