Practical syntheses of 4-fluoroprolines

…, MV Mandlecha, N Bhoite, S Moghe, RT Raines

Index: Chorghade, Mukund S.; Mohapatra, Debendra K.; Sahoo, Gokarneswar; Gurjar, Mukund K.; Mandlecha, Manish V.; Bhoite, Nitin; Moghe, Santosh; Raines, Ronald T. Journal of Fluorine Chemistry, 2008 , vol. 129, # 9 p. 781 - 784

Full Text: HTML

Citation Number: 18

Abstract

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 ...

Related Articles:

General and scalable amide bond formation with epimerization-prone substrates using T3P and pyridine

[Lange, Udo E.W.; Baucke, Dorit; Hornberger, Wilfried; Mack, Helmut; Seitz, Werner; Hoeffken, H. Wolfgang Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 10 p. 2648 - 2653]

Technical scale synthesis of a new and highly potent thrombin inhibitor

[Bernard, Harald; Buelow, Gerd; Lange, Udo E. W.; Mack, Helmut; Pfeiffer, Thomas; Schaefer, Bernd; Seitz, Werner; Zierke, Thomas Synthesis, 2004 , # 14 p. 2367 - 2375]

More Articles...