1556054-64-8Relevant articles and documents
Synthesis of N-carboxyalkyl-1,4-benzothiazepine-3(2H)-one derivatives using esters of N-(2-chloro-5-nitrobenzyl)amino acids
Tarasiuk, Taras M.,Volovnenko, Tetiana A.,Volovenko, Yulian M.,Medviediev, Volodymyr V.,Shishkin, Oleg V.
, p. 483 - 489 (2014/03/21)
Two alternative approaches for synthesis of esters of N-(2-chloro-5- nitrobenzyl) amino acids have been developed and compared. We have found synthesis of N-(2-chloro-5-nitrobenzyl) amino acids via alkylation of esters of amino acids in DMF in the presence of Et3N and NaI to be more convenient and have higher yields in comparison with reduction of Schiff bases obtained from 2-chloro-5-nitrobenzaldehyde and corresponding esters of amino acids by NaBH4. Treatment of the solutions of esters of N-(2-chloro-5-nitrobenzyl) amino acids in DMSO with methyl thioglycolate and following intramolecular acylation in xylene led to N-carboxyalkyl-1,4- benzothiazepine-3(2H)-one derivatives in 24-76 % yields. Graphical abstract: [Figure not available: see fulltext.]
