157355-81-2Relevant articles and documents
Diastereoselective Synthesis of Methyl α-Kedarosaminide, a Carbohydrate Moiety of the Enediyne Antitumor Antibiotic Kedarcidin Chromophore
Vuljanic, Tatjana,Kihlberg, Jan,Somfai, Peter
, p. 6937 - 6940 (1994)
Methyl α-kedarosaminide (9), a carbohydrate moiety of the enediyne antitumor antibiotic kedarcidin chromophore, was synthesised from D-threonine.Stereoselective reduction of the allyl ketone 5 derived from D-threonine was a key step in the synthesis, which was achieved by using Me4NBH(OAc)3 for intramolecular hydride delivery.
Total Synthesis of Teixobactin
Giltrap, Andrew M.,Dowman, Luke J.,Nagalingam, Gayathri,Ochoa, Jessica L.,Linington, Roger G.,Britton, Warwick J.,Payne, Richard J.
supporting information, p. 2788 - 2791 (2016/06/15)
The first total synthesis of the cyclic depsipeptide natural product teixobactin is described. Synthesis was achieved by solid-phase peptide synthesis, incorporating the unusual l-allo-enduracididine as a suitably protected synthetic cassette and employing a key on-resin esterification and solution-phase macrolactamization. The synthetic natural product was shown to possess potent antibacterial activity against a range of Gram-positive pathogenic bacteria, including a virulent strain of Mycobacterium tuberculosis and methicillin-resistant Staphylococcus aureus (MRSA).
