Seibel, Zara M. published the artcileEnantioenriched α-substituted glutamates/pyroglutamates via enantioselective cyclopropenimine-catalyzed Michael addition of amino ester imines, Safety of Methyl 2-aminopentanoate hydrochloride, the main research area is pyrrolidine dicarboxylate asym synthesis; amino ester arylmethylidene enantioselective Michael addition acrylate cyclopropenimine catalyst; glutamate preparation enantioselective; pyroglutamate preparation enantioselective; Brønsted base; Michael addition; cyclopropenimine; enantioselective catalysis; pyroglutamate.
A procedure for the enantioselective synthesis of α-substituted glutamates I (R = Me; Ar = 2-ClC6H4, 4-ClC6H4, 2,4-Cl2C6H3) pyrrolidinedicarboxylates II (R = Me, Ar = 2-ClC6H4, 4-ClC6H4, 2,4-Cl2C6H3, 2.6-Cl2C6H3; R = Et, i-Bu, PhCH2, etc., Ar = 4-ClC6H4) and pyroglutamates III (R = Me, Et, H2C:CHCH2, HCCCH2, etc.) via a cyclopropenimine-catalyzed Michael addition of N-(arylmethylidene)glycinates ArCH:NCHRCO2Me with Me acrylate is described. Enantioselectivities of up to 94% have been achieved, and a variety of functional groups were found to be compatible. The impact of the catalyst structure and imine substitution is discussed. Compared to other methods, this protocol allows for a broader and more enantioselective access to pyroglutamate derivatives
Beilstein Journal of Organic Chemistry published new progress about Diastereoselective synthesis. 10047-10-6 belongs to class esters-buliding-blocks, name is Methyl 2-aminopentanoate hydrochloride, and the molecular formula is C6H14ClNO2, Safety of Methyl 2-aminopentanoate hydrochloride.
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