501417-90-9Relevant academic research and scientific papers
A short preparation of an advanced intermediate for lactacystin synthesis: The complete carbon skeleton of clasto-lactacystin dihydroxyacid
Page, Philip C. Bulman,Leach, David C.,Hayman, Colin M.,Hamzah, A. Sazali,Allin, Steven M.,McKee, Vickie
, p. 1025 - 1027 (2003)
An advanced intermediate 22 for lactacystin synthesis, containing the full carbon skeleton of the pyrrolidinone component, has been achieved in four steps from a protected glycine ester.
Short and versatile route to a key intermediate for lactacystin synthesis.
Bulman Page, Philip C,Hamzah, A Sazali,Leach, David C,Allin, Steven M,Andrews, David M,Rassias, Gerasimos A
, p. 353 - 355 (2007/10/03)
[reaction: see text] A key intermediate 14 for the synthesis of lactacystin 1 has been constructed in four steps and 33% overall yield. The key steps involve cyclization of a suitably functionalized glutamic acid derivative and concomitant alkylation of the resulting beta,beta-diketoester system, C-acylation of the cyclic alpha-amidoketone 9, and decarboxylbenzylation of 12. Alkylation of a related beta,beta-diketoester 5 was additionally achieved with several electrophiles.
