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Resin effects in solid phase S n Ar and S n 2 macrocyclizations
Author(s) -
Feng Yangbo,
Burgess Kevin
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<3::aid-bit2>3.0.co;2-k
Subject(s) - ring (chemistry) , nucleophilic aromatic substitution , sn2 reaction , chemistry , phase (matter) , solid phase synthesis , closure (psychology) , combinatorial chemistry , stereochemistry , organic chemistry , nucleophilic substitution , biochemistry , peptide , economics , market economy
Seven different supports were compared in solid‐phase S N Ar and S N 2 macrocyclization reactions. Product purities were assayed for a relatively facile ring‐closure process to give products 1 and 3 . Some less‐facile ring‐closure reactions give the undesired dimeric macrocyclization by‐products 2 ; some of these more‐demanding ring closures were also examined. Finally, experiments were performed to gauge the rate of cyclizations on different resins, and some qualitative data were obtained for this. © 2000 John Wiley & Sons, Inc. Biotechnol Bioeng (Comb Chem) 71:3–8, 2000.