868066-19-7Relevant academic research and scientific papers
Exploiting the regioselectivity of pyroglutamate alkylations for the synthesis of 6-azabicyclo[3.2.1]octanes and 4-azabicyclo[3.3.0]octanes
Masschelein, Kurt G.R.,Stevens, Christian V.,Dieltiens, Nicolai,Claeys, Diederica D.
, p. 4712 - 4724 (2007/10/03)
Depending on the N-protecting group of pyroglutamates, the reactivity can be directed to the formation of 6-azabicyclo[3.2.1]octanes or 4-azabicyclo[3.3.0]octanes, which are conformationally restricted glutamate analogues.
The pyroglutamate hydantoin rearrangement
Dieltiens, Nicolai,Claeys, Diederica D.,Zhdankin, Viktor V.,Nemykin, Victor N.,Allaert, Bart,Verpoort, Francis,Stevens, Christian V.
, p. 2649 - 2660 (2007/10/03)
When a mixture of a pyroglutamate and an isocyanate in THF is treated with NaH, a ring transformation occurs leading to functionalised hydantoins. The novel reaction involves a ring-closing ring-opening sequence providing a new and straightforward access
Synthesis of 1,3-dioxo-hexahydropyrido[1,2-c][1,3]diazepine carboxylates, a new bicyclic skeleton formed by ring expansion-RCM methodology
Dieltiens, Nicolai,Claeys, Diederica D.,Allaert, Bart,Verpoort, Francis,Stevens, Christian V.
, p. 4477 - 4478 (2007/10/03)
A short and elegant synthetic pathway was developed for the synthesis of 1,3-dioxo-hexahydropyrido[1,2-][1,3]diazepine carboxylates, a new 1,3-diazepan-2,4-dione containing bicyclic moiety, starting from pyroglutamate esters. The Royal Society of Chemistr
