553-60-6Relevant articles and documents
N-alkylation of pyridylalanine and pyridinecarboxylic acids and their use in synthesis of GnRH antagonists
Zhang, Yongliang,Tian, Zhenping,Kowalczuk, Maria,Edwards, Patrick,Roeske, Roger W.
, p. 3659 - 3662 (1993)
A mild N-alkylation method has been developed for the synthesis of N-alkylated pyridiniumcarboxylic acids, using Ag2O-H2O catalysis to enhance the low-reactivity of pyridinecarboxylic acids. Two approaches were undertaken for the synthesis of a series of GnRH antagonists containing pyridinium moieties at the side chain: (1) incorporation of Npy-alkylated D-pyridylalanine during solid phase peptide chain assembly, and (2) coupling of the N-alkylated pyridinium-carboxylic acid to the resin-bound ε-amino group of a D-lysine on a solid support.
AMIDATION METHOD AND ESTERIFICATION METHOD USING SULFONIC ACID HALIDE
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Paragraph 0038, (2017/01/17)
PROBLEM TO BE SOLVED: To provide a safe and economical method for rapidly synthesizing amides and esters in high yield. SOLUTION: There is provided a method for amidating an amine or a derivative thereof using a sulfonic acid halide, where a sulfonic acid halide is allowed to act as an activator on a carboxylic acid or a derivative thereof to synthesize an active ester, and the active ester is reacted with an amine or a derivative thereof as a nucleophile to amidate the amine or the derivative thereof to obtain a corresponding amide or a derivative thereof. In a similar manner, a sulfonic acid halide is allowed to act as an activator on a carboxylic acid or a derivative thereof to synthesize an active ester, and the active ester is reacted with an alcohol or a derivative thereof as a nucleophile to esterify the alcohol or the derivative thereof to obtain a corresponding ester or a derivative thereof. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2016,JPO&INPIT