219993-31-4Relevant academic research and scientific papers
Diastereoselective synthesis of novel 5-substituted morpholine-3-phosphonic acids: Further exploitation of N-acyliminium intermediates
Bonilla-Landa, Israel,Viveros-Ceballos, José Luis,Ordó?ez, Mario
, p. 485 - 487 (2014/05/06)
The first diastereoselective total synthesis of 5-substituted morpholine-3-phosphonic acids is reported. The principal feature of the synthesis is the introduction of a dimethyl phosphonate group into 5-substituted morpholin-3-ones. The procedure is based
New, potent P1/P2-morpholinone-based HIV-protease inhibitors
Kazmierski, Wieslaw M.,Furfine, Eric,Spaltenstein, Andrew,Wright, Lois L.
, p. 5226 - 5230 (2008/02/04)
We have developed efficient synthesis of morpholinone-based cyclic mimetics of the P1/P2 portion of the HIV-1 protease inhibitor Amprenavir. This effort led to discovery of allyl- and spiro-cyclopropyl-P2-substituted inhibitors 17 and 31, both 500 times m
Novel and efficient synthesis of spirocyclic morpholinones as precursors of ψ[CH2O] dipeptide isosteres
Fritch, Paul C.,Kazmierski, Wieslaw M.
, p. 112 - 116 (2007/10/03)
A series of novel dipeptide mimetics 4, featuring replacement of peptide bond by ψ[CH2O], was synthesized in high yields from their precursors, novel spirocyclic morpholinones 2. Efficient and reliable chemistry leading to 2 was accomplished by alkylating morpholinone 1 with 1-chloro-ω- iodoalkanes, followed by Finkelstein iodide exchange and LDA-mediated intramolecular spirocyclization.
