Practical syntheses of 4-fluoroprolines.
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.
Chorghade
Mukund S
MS
THINQ Pharma, Natick, MA 01760, USA.
Mohapatra
Debendra K
DK
Sahoo
Gokarneswar
G
Gurjar
Mukund K
MK
Mandlecha
Manish V
MV
Bhoite
Nitin
N
Moghe
Santosh
S
Raines
Ronald T
RT