500913-24-6Relevant articles and documents
Synthesis of new lipophilic phosphonate and phosphonamidate analogues of N-acetylmuramyl-L-alanyl-D-isoglutamine related to LK 423
Gobec, Stanislav,Urleb, Uros
, p. 394 - 404 (2007/10/03)
A syntheses of three new muramyl dipeptide (MDP) analogues related to LK 423 as potential immunomodulators are presented. The dipeptide part of the lead compound was modified by introducing a phosphonamide isostere instead of the amide bond between L-alanine and D-glutamic acid (or D-isoglutamine), yielding new MDP analogues 5 and 9. Furthermore, the amide bond between L-Ala and D-Glu was replaced by a phosphonate isostere, giving peptidyl phosphonate 14. The scope and limitations of the synthetic strategies employed are discussed.