Synthesis of cis-4-trifluoromethyl- and cis-4-difluoromethyl-l-pyroglutamic acids.
Efforts to synthesize 4-trifluoromethyl- and 4-difluoromethyl-l-pyroglutamic acids are described. After many arduous efforts, we successfully synthesized our target molecules cis-4-trifluoromethyl-l-pyroglutamic acid 25 and cis-4-difluoromethyl-l-pyroglutamic acid 26 from trans-4-hydroxy-l-proline through oxidation of fluorinated prolinates with RuO(4).
Qiu
Xiao-Long
XL
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, 354 Fenglin Lu, Shanghai 200032, China.
Qing
Feng-Ling
FL
D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry; D006868:Hydrolysis; D007202:Indicators and Reagents; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011761:Pyrrolidonecarboxylic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D017975:Ruthenium Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D006845:Hydrocarbons, Fluorinated; D007202:Indicators and Reagents; D017975:Ruthenium Compounds; C027646:ruthenium tetraoxide; D011761:Pyrrolidonecarboxylic Acid