Recommanded Product: 869116-29-0On October 17, 2005 ,《New guanidinium-based carboxylate receptors derived from 5-amino-pyrrole-2-carboxylate: synthesis and first binding studies》 was published in Tetrahedron Letters. The article was written by Schmuck, Carsten; Dudaczek, Juergen. The article contains the following contents:
Acylaminopyrrolecarbonyl guanidinium trifluoroacetates I•CF3CO2H [R = MeCO, (S)-MeCONHCH(Me2CH)CO] or picrate I•2,4,6-(NO2)3C6H2OH [R = (S)-MeCONHCH(Me2CH)CO] are prepared; the binding constants for the binding of tetramethylammonium N-acetyl-L-alaninate and tetramethylammonium O-acetyl-L-lactate to I [R = MeCO, (S)-MeCONHCH(Me2CH)CO] are measured in aqueous DMSO. Nitration of Me 2-pyrrolecarboxylate and Me 3,4-dimethyl-2-pyrrolecarboxylate gave products in low yields; nitration of 2-(trichloroacetyl)pyrrole followed by base hydrolysis of the trichloroacetyl group and reduction of the nitro group provides Me 5-amino-2-pyrrolecarboxylate (II), the key building block for the preparation of I [R = MeCO, (S)-MeCONHCH(Me2CH)CO]. Acetylation of the free amine of II, hydrolysis of the Me ester, PyBOP-mediated coupling of the carboxylic acid with Boc-guanidine, and deprotection of the Boc-protected guanidine with trifluoroacetic acid provides I•CF3CO2H (R = MeCO); DCC-mediated coupling of II with N-acetyl-L-valine, hydrolysis of the Me ester, coupling with N-Boc-guanidine, and Boc deprotection provides I•F3CCO2H [R = (S)-MeCONHCH(Me2CH)CO] which is converted to its picrate salt I•2,4,6-(NO2)3C6H2OH [R = (S)-MeCONHCH(Me2CH)CO]. The substrate selectivities and the relative binding affinities for amide- and ester-containing carboxylates of I are altered from those of previously studied aminocarbonylpyrrolecarbonylguanidines in which the pendant carbonylamino group is reversed; the binding of N-acetyl-L-alaninate by I•H+ [R = MeCO, (S)-MeCONHCH(Me2CH)CO] is preferred to the binding of O-acetyl-L-lactate. Changes in binding affinity and selectivity are rationalized using the calculated structure of the complex of I (R = MeCO) and O-acetyl-L-lactate. In the part of experimental materials, we found many familiar compounds, such as Methyl 5-amino-1H-pyrrole-2-carboxylate(cas: 869116-29-0Recommanded Product: 869116-29-0)
Methyl 5-amino-1H-pyrrole-2-carboxylate(cas: 869116-29-0) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Recommanded Product: 869116-29-0
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