O,N,N'-trialkylisoureas as mild activating reagents for N-acylsulfonamide anchors.
[chemical reaction: see text]. Prior to detachment of compounds synthesized on sulfonamide based safety-catch linkers, the molecular anchor has to be activated. This is achieved by alkylation of the nitrogen atom of the N-acylsulfonamide using different established protocols. As an addition to the existing repertoire of activating reagents, we suggest the use of O,N,N'-trialkylisoureas. Besides the demonstration of the feasibility of these mild alkylating agents for this purpose, custom-tailored novel O,N,N'-trialkylisoureas prepared from electron-deficient alcohols are reported.
Zohrabi-Kalantari
Vida
V
Institut für Pharmazeutische Chemie, Philipps-Universität Marburg, Marbacher Weg 6, D-35032 Marburg, Germany.
Heidler
Philipp
P
Larsen
Tim
T
Link
Andreas
A
D000478:Alkylation; D002384:Catalysis; D007202:Indicators and Reagents; D015394:Molecular Structure; D013449:Sulfonamides / Q000138:chemical synthesis / Q000737:chemistry; D014508:Urea / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry
D007202:Indicators and Reagents; D013449:Sulfonamides; D014508:Urea