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Amino-acids Condensations in the Preparation of N alpha-9-fluorenylmethyloxycarbonylamino-acids With 9-fluorenylmethylchloroformate

Amino-acids Condensations in the Preparation of N alpha-9-fluorenylmethyloxycarbonylamino-acids With 9-fluorenylmethylchloroformate

M Tessier, F Albericio, E Pedroso, A Grandas, R Eritja, E Giralt, C Granier, J Van Rietschoten

Int J Pept Protein Res. 1983 Jul;22(1):125-8.

PMID: 6885246

Abstract:

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP28920436	Fmoc chloride		28920-43-6	Price

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