98778-73-5Relevant academic research and scientific papers
Improved synthesis of L,L-cycloisodityrosine subunit of antitumor agents deoxybouvardin and RA-VII
Ghosh, Samir,Kumar, A. Sanjeev,Mehta,Soundararajan
experimental part, p. 2389 - 2396 (2010/09/08)
A facile synthesis of the core cycloisodityrosine 14-membered ring system is detailed from commercially available L-tyrosine through a novel synthetic approach to aryl boronic acid 12 via intramolecular cyclization. Copyright Taylor & Francis Group, LLC.
Organic Chemistry of L-Tyrosine. 1. General Synthesis of Chiral Piperazines from Amino Acids
Jung, Michael E.,Rohloff, John C.
, p. 4909 - 4913 (2007/10/02)
A new method for the conversion of optically active diketopiperazines (cyclo-dipeptides) into optically pure piperazines is described.Due to poor solubility of certain cyclo-dityrosine derivatives, the usual method using lithium aluminum hydride reaction was problematic, giving racemization under forcing conditions.However, the use of borane/tetrahydrofuran for this diketopiperazine to piperazine reduction proceeded well, affording high yields of optically pure materials.In this manner several mixed cyclo-dityrosine derivatives 9a-d were transformed into the piperazines 10a-d, potentially useful intermediates for the synthesis of the antibiotic alkaloids, piperazinomycin (1) and herquline (2).Finally, the naturally occuring alkaloid isolated from Zanthoxylum arborescens, 7b was prepared by this route.
