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Synfacts 2020; 16(10): 1247
DOI: 10.1055/s-0040-1707359
DOI: 10.1055/s-0040-1707359
Peptide Chemistry
Synthesis of Reactive Amino Acid Esters by Using 9-Fluorenylmethyl Chloroformate
Tantry SJ,
Babu VV. S.
*
Bangalore University, India
9-Fluorenylmethyl Chloroformate (Fmoc-Cl) as a Useful Reagent for the Synthesis of Pentafluorophenyl, 2,4,5-Trichlorophenyl, Pentachlorophenyl, p-Nitrophenyl, o-Nitrophenyl and Succinimidyl Esters of Nα-Urethane Protected Amino Acids.
Lett. Pept. Sci. 2003;
10: 655-662
9-Fluorenylmethyl Chloroformate (Fmoc-Cl) as a Useful Reagent for the Synthesis of Pentafluorophenyl, 2,4,5-Trichlorophenyl, Pentachlorophenyl, p-Nitrophenyl, o-Nitrophenyl and Succinimidyl Esters of Nα-Urethane Protected Amino Acids.
Lett. Pept. Sci. 2003;
10: 655-662
Key words
fluorenylmethyl chloroformate - phenols - amino acid esters - racemization - mixed anhydrides
Significance
Reactive amino acid phenyl esters have been used in dipeptide synthesis. However, the preparation of these esters is challenging due to racemization during the formation of the esters. In 2003, Tantry and Babu reported a method in which FmocCl is used to prepare reactive amino acid esters.
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Comment
With the developed method, various reactive amino acid phenyl esters can be synthesized. The yields of the reactions are excellent, and no racemization is detected.
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Publikationsverlauf
Artikel online veröffentlicht:
17. September 2020
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