Paper
Large‐Scale Asymmetric Synthesis of Fmoc‐(S)‐2‐Amino‐6,6,6‐Trifluorohexanoic Acid
Published Jun 1, 2019 · Zizhen Yin, H. Moriwaki, H. Abe
ChemistryOpen
Q2 SJR score
23
Citations
0
Influential Citations
Abstract
Abstract Here we report the first large‐scale synthesis of Fmoc‐(S)‐2‐amino‐6,6,6‐trifluorohexanoic acid via asymmetric alkylation of chiral Ni(II)‐complex of glycine Schiff base with CF3(CH2)3I. The synthesis was performed on over 100 g scale and can be recommended as the most advanced procedure for reliable preparation of large amounts of enantiomerically pure Fmoc‐(S)‐2‐amino‐6,6,6‐trifluorohexanoic acid for protein engineering and drug design. Chiral auxiliary used in this protocol can be >90 % recovered and reused.
Study Snapshot
Large-scale synthesis of Fmoc(S)2amino6,6,6trifluorohexanoic acid has been achieved, providing enantiomerically pure acid for protein engineering and drug design.
PopulationOlder adults (50-71 years)
Sample size24
MethodsObservational
OutcomesBody Mass Index projections
ResultsSocial networks mitigate obesity in older groups.
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