- Synthesis of Complex Druglike Molecules by the Use of Highly Functionalized Bench-Stable Organozinc Reagents.
Synthesis of Complex Druglike Molecules by the Use of Highly Functionalized Bench-Stable Organozinc Reagents.
Angewandte Chemie (International ed. in English) (2016-10-22)
Thomas J Greshock, Keith P Moore, Ray T McClain, Ana Bellomo, Cheol K Chung, Spencer D Dreher, Peter S Kutchukian, Zhengwei Peng, Ian W Davies, Petr Vachal, Mario Ellwart, Sophia M Manolikakes, Paul Knochel, Philippe G Nantermet
PMID27690172
ABSTRACT
The reactivity of a representative set of 17 organozinc pivalates with 18 polyfunctional druglike electrophiles (informers) in Negishi cross-coupling reactions was evaluated by high-throughput experimentation protocols. The high-fidelity scaleup of successful reactions in parallel enabled the isolation of sufficient material for biological testing, thus demonstrating the high value of these new solid zinc reagents in a drug-discovery setting and potentially for many other applications in chemistry. Principal component analysis (PCA) clearly defined the independent roles of the zincates and the informers toward druggable-space coverage.
MATERIALS
Product Number
Brand
Product Description
Sigma-Aldrich
tert-Butyl (R)-3-(2-acetamidopropan-2-yl)-6-chloro-5-methyl-2,3-dihydrospiro[indene-1,4′-piperidine]-1′-carboxylate