652990-47-1Relevant academic research and scientific papers
The Synthesis of Two Furan-Based Analogues of the α′,β ′-Epoxy Ketone Proteasome Inhibitor Eponemycin
Bennacer, Bibia,Trubuil, Dominique,Rivalle, Christian,Grierson, David S.
, p. 4561 - 4568 (2003)
Myers's methodology for enantioselective amino acid synthesis was employed to prepare the N-Boc didehydroleucine amide derivative 15 and to effect its conversion into the acylfuran intermediate 17. Coupling of 19 (R = H) with N-(isooctanoyl)serine provided the furan-based analogue 4 of eponemycin (de = 96 %), a peptide epoxide with potent cytotoxic and anti-angiogenesis properties. In an identical fashion the corresponding unsaturated analogue 5 of eponemycin was prepared (de = 48%). Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
