9-Fluorenylmethyl chloroformate derivatization is widely used for determinations of amino acids in biological material. The derivatization of glutamate leads to the formation of 9-fluorenylmethoxycarbonylpyroglutamate as a side-product, which is thus a methodological artifact.
ChemInform Abstract: Synthesis of 9-Fluorenylmethyl Esters Using 9-Fluorenylmethyl Chloroformate.
β Scribed by S. A. M. Merette; A. P. Burd; J. J. Deadman
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 28 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
Synthesis of 9-Fluorenylmethyl Esters Using 9-Fluorenylmethyl Chloroformate.
-In the presence of (iPr) 2 NEt as base and catalytic amounts of DMAP, N-Boc protected amino acids are directly converted to the related esters by 9-fluorenylmethyl chloroformate without racemization. The products are suitable substrates in solid-phase syntheses.
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Enantiomeric separations of chiral di-and tri-peptides derivatized with 9-fluorenylmethyl chloroformate were carried out by capillary electrophoresis using vancomycin as a chiral selector. The mobilities of vancomycin were determined in phosphate and HEPES buffer by means of a factorial design. The