Chemoselective N-ethylation of Boc amino acids without racemization

The Boc derivatives of amino acids such as phenylalanine, methionine, and tyrosine benzyl ethers have been selectively ethylated to give, respectively, the enantiomerically pure Boc-N-ethyl amino acids 12, 20, and 23. The benzyl, trimethylsilyl, and tert-butyldimethylsilyl groups were employed as tr...

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Veröffentlicht in:	Journal of organic chemistry 1985-04, Vol.50 (7), p.945-950
Hauptverfasser:	Hansen, Donald W, Pilipauskas, Daniel
Format:	Artikel
Sprache:	eng
Schlagworte:	amino acids chemical modification Chemistry Exact sciences and technology Noncondensed benzenic compounds Organic chemistry Preparations and properties
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description	The Boc derivatives of amino acids such as phenylalanine, methionine, and tyrosine benzyl ethers have been selectively ethylated to give, respectively, the enantiomerically pure Boc-N-ethyl amino acids 12, 20, and 23. The benzyl, trimethylsilyl, and tert-butyldimethylsilyl groups were employed as transient protecting groups for the phenolic hydroxyl in the synthesis of Boc-Et-Tyr.
doi_str_mv	10.1021/jo00207a007
format	Article
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subjects	amino acids chemical modification Chemistry Exact sciences and technology Noncondensed benzenic compounds Organic chemistry Preparations and properties
title	Chemoselective N-ethylation of Boc amino acids without racemization
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