1286729-41-6Relevant academic research and scientific papers
An efficient synthesis of [2.2.1] heterobicyclic pyroglutamates
Tekkam, Srinivas,Johnson, Joseph L.,Jonnalagadda, Subash C.,Mereddy, Venkatram R.
, p. 969 - 972 (2013/08/23)
A novel methodology for the efficient synthesis of [2.2.1] heterobicyclic pyroglutamates has been described. The key synthetic steps involve alkylation of amino acid-derived iminoesters with Baylis-Hillman bromide, RhCl 3-catalyzed exocyclic olefin isomerization, diastereoselective dihydroxylation, and regioselective lactonization. All the compounds were evaluated for their cytotoxicity using multiple myeloma cancer cell lines RPMI 8226.
Novel methodologies for the synthesis of functionalized pyroglutamates
Tekkam, Srinivas,Alam,Jonnalagadda, Subash C.,Mereddy, Venkatram R.
supporting information; experimental part, p. 3219 - 3221 (2011/05/05)
Alkylation of amino-acid derived iminoesters with Baylis-Hillman (BH) template based allyl bromides furnished α-methylene-β-substituted- pyroglutamates, while the corresponding alkylation with BH derived allylic acetates provided α-alkylidene-pyroglutamates. These methodologies have been applied in the synthesis of fused [3.2.0]-γ-lactam-β-lactones.
