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Resin activation capture technology: Libraries from stabilized acyl‐pyridinium on solid support
Author(s) -
Munoz Benito,
Chen Chixu,
McDonald Ian A.
Publication year - 2000
Publication title -
biotechnology and bioengineering
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.136
H-Index - 189
eISSN - 1097-0290
pISSN - 0006-3592
DOI - 10.1002/(sici)1097-0290(200024)71:1<78::aid-bit11>3.0.co;2-k
Subject(s) - chemistry , yield (engineering) , pyridinium , molecule , combinatorial chemistry , covalent bond , octane , reactive intermediate , organic chemistry , catalysis , materials science , metallurgy
REsin Activation/Capture APproach or REACAP Technology, a novel approach to the synthesis of compound libraries, capitalizes on the formation and retention of a resin‐bound reactive intermediate, which can be subsequently transformed into a stable, covalently attached molecule. Any unreacted “reactive intermediate” is quenched and removed from the resin upon work‐up, leaving only the desired product on the solid support. In contrast to more traditional solid‐supported chemistry that must address issues such as resin‐loading, capping of unreactive functionalized moieties, and reaction yields, REACAP offers an attractive alternative with the focus more on the purity of the released products and less on yield. In an endeavor to generate truly non‐peptide leads, we describe herein the synthesis of N ‐acyl‐2‐substituted‐dihydro‐4‐pyridones, dihydro‐4‐pyridones, 4‐ketopiperidines, tetrahydropyridines, and 2‐acyl‐3,7,8‐substituted‐5‐oxo‐2‐azabicyclo[2.2.2]octane and triaza analogs using REACAP Technology. © 2000 John Wiley & Sons, Inc. Biotechnol Bioeng (Comb Chem) 71:78–84, 2000.