Solid- and solution-phase synthesis of highly-substituted-pyrrolidine libraries.
Starting from a complex bicyclic beta-lactam scaffold we have demonstrated the possible production of libraries of a new class of drug-like, highly substituted pyrrolidines. The choice of the type of substitution was made by optimizing various synthetic routes. The selection of each compound is the result of a filtration of a large virtual combinatorial chemical space, using simple criteria. The access to these complex pyrrolidines needed only four to six synthetic steps.
Steger
M
M
Pharma Research Departments, F. Hoffmann-La Roche Ltd, CH-4070 Basel, Switzerland. matthias.steger@axovan.com
Hubschwerlen
C
C
Schmid
G
G
D002625:Chemistry, Organic / Q000379:methods*; D020650:Combinatorial Chemistry Techniques; D007769:Lactams / Q000737:chemistry; D009930:Organic Chemicals; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry
D007769:Lactams; D009930:Organic Chemicals; D011759:Pyrrolidines