Analytical techniques for combinatorial chemistry: Quantitative infrared spectroscopic measurements of deuterium-labelled protecting groups

Journal of the American Chemical Society

Volumn 118, Issue 34, 1996, Pages 7941-7945

  Russell, Keith ^a   Cole, Derek C ^a   McLaren, Frances M ^a   Pivonka, Don E ^a  

^a ASTRAZENECA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

DEUTERIUM; ORGANIC COMPOUND; PEPTIDE;

ARTICLE; DRUG DETERMINATION; INFRARED SPECTROPHOTOMETRY; ISOTOPE LABELING; MICROANALYSIS; QUANTITATIVE ASSAY; REACTION ANALYSIS; TECHNIQUE;

EID: 0029788965     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja960838f     Document Type: Article

References (11)

1. Houghten R. A.; Pinilla, C.; Blondelle, S. E.; Appel, J. R.; Dooley, C. T.; Cuervo, J. H. Nature 1991, 354, 84-86.
2. Lam, K. S.; Salmon, S. E.; Hersh, E. M.; Hruby, V. J.; Kazmierski, W. M.; Knapp, R. J. Nature 1991, 354, 82-84.
3. Chen, J. K.; Schreiber, S. L. Angew. Chem., Int. Ed. Engl. 1995, 34, 953-969.
4. Anderson, R. C.; Jarema, M. A.; Shapiro, M. J.; Stokes, J. P.; Ziliox, M. J. Org. Chem. 1995, 60, 2650-2651.
5. Spectra are collected by one of two methods depending on pathlength/ sensitivity and bead size of the particular analysis. Short pathlength spectra required for strongly absorbing function groups are obtained using infrared microscopy in conjunction with a diamond anvil compression cell. Higher sensitivity spectra required for weakly absorbing or low concentration functional groups are obtained from a single bead imbedded in a KBr disk. The KBr disk not only serves as a support substrate for transmission analysis of the bead but also reduces spectral artifacts and lensing of the bead by matching the index of refraction of the bead to the parallel surfaces of the KBr disk. Nonlinearity is further minimized by analysis of a small cross section of the bead diameter.
6. Yan, B.; Kumaravel, G.; Anjaria, H.; Wu, A.; Petter, R. C.; Jewell, C. F., Jr.; Wareing. J. R. J. Org. Chem. 1995, 60, 5736-5738.
7. Itoh, M.; Hagiwara, D.; Kamiya, T. A new tert-butyloxycarbonylating reagent, 2-tert-butyloxycarbonyloxyimino-2-phenylacetonitrile. Tetrahedron Lett. 1975, 49, 4393-4394.
8. Paleveda, W. J.; Holly, F. W.; Veber, D. F. Organic Synthesis; Wiley: New York, 1990; Collect. Vol. VII, pp 75-77.
9. Polymer Laboratories PL-CMS Resin 1.0 mequiv/g.
10. Weinshenker, N. M.; Shen, C. M.; Wong, J. Y. Org. Synth. 1977, 56, 95-99.
11. Kaiser, E.; Colescott, R. L.; Bossinger, C. D.; Cook, P. I. Analyst Biochem. 1970, 84, 595-598.