1286729-26-7Relevant academic research and scientific papers
Novel methodologies for the synthesis of functionalized pyroglutamates
Tekkam, Srinivas,Alam,Jonnalagadda, Subash C.,Mereddy, Venkatram R.
, p. 3219 - 3221 (2011)
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.
Concise synthesis of α-methylene-β-hydroxy-γ-carboxy- γ-lactams
Tekkam, Srinivas,Johnson, Joseph L.,Jonnalagadda, Subash C.,Mereddy, Venkatram R.
, p. 955 - 958 (2013/08/23)
A concise protocol for the synthesis of α-methylene-β-hydroxy- γ-carboxy-γ-lactams has been described via alkylation of amino acid derived iminoesters with α-bromomethylmethacrylate, followed by allylic hydroxylation. All the synthesized compounds have been evaluated for their cytotoxicity on multiple myeloma cancer cell lines.
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.
