42718-19-4Relevant articles and documents
Formation of Non-Natural α,α-Disubstituted Amino Esters via Catalytic Michael Addition
Teegardin, Kip A.,Gotcher, Lacey,Weaver, Jimmie D.
supporting information, p. 7239 - 7244 (2018/11/25)
The enolate monoanion of amino esters is explored, and the first catalytic Michael addition of α-amino esters is demonstrated. These studies indicate that the acidity of the αC-H is the primary factor determining reactivity. Thus, polyfluorophenylglycine amino esters yield novel α-amino esters in the presence of a catalytic amount of a guanidine-derived base and Michael acceptors. Reactivity requires an acidic N-H, which is accomplished using common protecting groups such as N-Bz, N-Boc, and N-Cbz. Calculations and labeling experiments provide insight into the governing principles in which a key C-to-N proton transfer occurs, resulting in an expansion of the scope to include a number of natural amino esters. The study culminates with a late-stage functionalization of peptidic γ-secretase inhibitor, DAPT.
Efficient C2 functionalisation of 2H-2-imidazolines
Bon, Robin S.,Sprenkels, Nanda E.,Koningstein, Manoe M.,Schmitz, Rob F.,De Kanter, Frans J. J.,Doemling, Alexander,Groen, Marinus B.,Orru, Romano V. A.
, p. 130 - 137 (2008/09/20)
Alkylation and oxidation of 2H-2-imidazolines, followed by regioselective deprotection, thionation and microwave-assisted Liebeskind-Srogl reaction, efficiently led to 2-aryl-2-imidazolines as new analogues of p53-hdm2 interaction inhibitors (Nutlins). Th
GLYT1 TRANSPORTER INHIBITORS AND USES THEREOF IN TREATMENT OF NEUROLOGICAL AND NEUROPSYCHIATRIC DISORDERS
-
Page/Page column 29, (2008/12/07)
Compounds of formula (I) or a salt thereof are provided: wherein R6, R7, R9, R10, R11, X, n, p, Ar and m are as defined in the description. Uses of the compounds as medicaments, and in the manufacture
