In situ chemical tagging: Tetrafluorophthalic anhydride as a 'Sequestration Enabling Reagent' (SER) in the purification of solution-phase combinatorial libraries

Tetrahedron Letters

Volumn 38, Issue 46, 1997, Pages 7959-7962

  Parlow, John J ^a   Naing, Win ^a   South, Michael S ^a   Flynn, Daniel L ^a  

^a Parallel Med Combinatorial Chem S   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; REAGENT; RESIN; TETRAFLUOROPHTHALIC ANHYDRIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; FILTRATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PURIFICATION; REACTION ANALYSIS; TECHNIQUE;

EID: 0030813190     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10139-3     Document Type: Article

References (13)

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3. Studer A., Hadida S., Ferritto R., Kim S.Y., Jeger P., Wipf P., Curran D.P. Science. 275:1997;823-826.
4. Flynn D.L., Crich J.Z., Devraj R.V., Hockerman S.L., Parlow J.J., South M.S., Woodard S.S. J. Am. Chem. Soc. 119:1997;4874-4881.
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8. Another "SER", hexafluoroisopropyl oxalate, has been used in our laboratories for the sequestration of anilines and has been reported. Parlow, J.J.; Mischke, D.A.; Woodard, S.S. High-Speed Parallel Solution-Phase Synthesis of Heterocyclic Carboxamides Using Solid-Phase Techniques. In The Second Winter Conference on Bioorganic and Medicinal Chemistry; January 29, 1997: Steamboat Springs, CO, 1997.
9. Parlow J.J., Mischke D.A., Woodard S.S. J. Org. Chem. 62:1997;5908-5919.
10. Siegel M.G., Hahn P.J., Dressman B.A., Fritz J.E., Grunwell J.R., Kaldor S.W. Tetrahedron Lett. 38:1997;3357-3360.
11. Chucholowski A., Masquelin T., Obrecht D., Stadlwieser J., Villalgordo J.M. Chimia. 50:1996;525-530.
12. 2-) also sequester the tetrafluorophthalic anhydride.
13. 19F NMR were performed on each product and all lacked any fluorine signal indicating the disappearance of any the tetrafluorophthalic anhydride 9 and artificially-tagged 10.