41441-41-2Relevant academic research and scientific papers
Telescoped Continuous Flow Synthesis of Optically Active γ-Nitrobutyric Acids as Key Intermediates of Baclofen, Phenibut, and Fluorophenibut
?tv?s, Sándor B.,Kappe, C. Oliver,Llanes, Patricia,Pericàs, Miquel A.
, p. 8122 - 8126 (2020/11/03)
The two-step flow asymmetric synthesis of chiral γ-nitrobutyric acids as key intermediates of the GABA analogues baclofen, phenibut, and fluorophenibut is reported on a multigram scale. The telescoped process comprises an enantioselective Michael-type add
Chemical assembly systems: Layered control for divergent, continuous, multistep syntheses of active pharmaceutical ingredients
Ghislieri, Diego,Gilmore, Kerry,Seeberger, Peter H.
, p. 678 - 682 (2015/03/04)
While continuous chemical processes have attracted both academic and industrial interest, virtually all active pharmaceutical ingredients (APIs) are still produced by using multiple distinct batch processes. To date, methods for the divergent multistep continuous production of customizable small molecules are not available. A chemical assembly system was developed, in which flow-reaction modules are linked together in an interchangeable fashion to give access to a wide breadth of chemical space. Control at three different levels - choice of starting material, reagent, or order of reaction modules - enables the synthesis of five APIs that represent three different structural classes (γ-amino acids, γ-lactams, β-amino acids), including the blockbuster drugs Lyrica and Gabapentin, in good overall yields (49-75%).
Intermediates for the synthesis of 4-substituted proline derivatives
Crosby, Stuart R.,Sessions, Richard B.,Willis, Christine L.
scheme or table, p. 539 - 542 (2010/10/02)
A chemoenzymatic synthesis of a series of 2-hydroxy-5-nitro-4-substituted esters is described that uses two biotransformations in a single-pot process in which a kinetic resolution/reduction occurs. The products are valuable intermediates for the preparation of 4-substituted prolines and 5-substituted 3-hydroxypiperidinones as illustrated by the preparation of (2R,4R)-4- methylproline and (3S,5R)-3-hydroxy-5-methylpiperidinone. Georg Thieme Verlag Stuttgart · New York.
