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Amino‐acids condensations in the preparation of <i>N</i>α‐9‐fluorenylrnethyloxycarbonylamino‐acids with 9‐fluorenylmethylchloroformate
65
Citations
9
References
1983
Year
EngineeringBiochemistrySide ReactionAmino‐acids CondensationsFluorous SynthesisPeptide SynthesisOrganic ChemistrySynthetic ChemistryBiomolecular EngineeringFree Amino-acidsN Alpha-9-fluorenylmethyloxycarbonyl
Synthesis of N alpha-9-fluorenylmethyloxycarbonyl (Fmoc) amino-acids by reaction of free amino-acids (glycine and alanine) with 9-fluorenylmethylchloroformate leads to formation of small amounts of Fmoc-dipeptide which are difficult to eliminate by crystallization. The alternative way to prepare Fmoc-amino-acids by reacting the Fmoc-chloride first with sodium azide and then with the free amino-acid eliminates this side reaction, at least for glycine and alanine.
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