866456-17-9Relevant academic research and scientific papers
An expeditious convergent synthesis of a dibromotyrosine alkaloid inhibitor of mycothiol-S-conjugate amidase
Chanda, Bhanu M.,Sulake, Rohidas S.
, p. 6461 - 6463 (2007/10/03)
A quick, economic synthesis of the alkaloid 1, an inhibitor of mycothiol-S-conjugate amidase (MCA) is reported. Starting from low-cost, commercially available 4-hydroxybenzaldehyde, the nine-step synthesis involved dibromination and coupling with N-acetylglycine to give a stable methyloxazole intermediate 5 which was hydrolyzed, oximated and coupled to agmatine to yield the oxime in ～30% overall yield. It was not necessary to protect the oxime in the synthetic sequence thereby circumventing a deprotection step.
