4.8 Article

Synthesis of the unnatural amino acid AGDHE, a constituent of the cyclic depsipeptides callipeltins A and D

Journal

ORGANIC LETTERS
Volume 4, Issue 25, Pages 4455-4458

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0269852

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Funding

  1. NIAID NIH HHS [R01 AI050888-01] Funding Source: Medline

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[GRAPHICS] The novel amino acid residue (2R,3R,4S)-4-amido-7-guanidino-2,3-dihydroxyheptanoic acid (AGDHE, 3), a constituent of the cyclic depsipeptides callipeltins A and D, and its (2S,3S,4S) diastereomer were synthesized from a protected L-ornithine derivative in 13 steps (15% overall yield), and its configurational assignment was reexamined by H-1 NMR.

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