Practical syntheses of 4-fluoroprolines

Chorghade, Mukund S. ; Mohapatra, Debendra K. ; Sahoo, Gokarneswar ; Gurjar, Mukund K. ; Mandlecha, Manish V. ; Bhoite, Nitin ; Moghec, Santosh ; Raines, Ronald T. (2008) Practical syntheses of 4-fluoroprolines Journal of Fluorine Chemistry, 129 (9). pp. 781-784. ISSN 0022-1139

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4-Fluoroprolines are among the most useful nonnatural amino acids in chemical biology. Here, practical routes are reported for the synthesis of the 2S,4R, 2S,4S, and 2R,4S diastereomers of 4-fluoroproline. Each route starts with (2S,4R)-4-hydroxyproline, which is a prevalent component of collagen and hence readily available, and uses a fluoride salt to install the fluoro group. Hence, the routes provide process-scale access to these useful nonnatural amino acids.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Collagen; 4-Fluoroproline; 4-Hydroxyproline; Nonnatural Amino Acid; Process-scale Synthesis
ID Code:11452
Deposited On:09 Nov 2010 06:18
Last Modified:02 Jun 2011 09:38

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