Amino acid sulfonamides based on 4-(1-oxo-1H-isochromen-3-yl)benzenesulfonyl chloride-Reference-Cited by-同舟云学术

Amino acid sulfonamides based on 4-(1-oxo-1H-isochromen-3-yl)benzenesulfonyl chloride

Published:2020-12-30 Issue:2 Volume:15 Page:27-32
ISSN:1814-9766
Container-title:Ukr. Bioorg. Acta 2020, Vol. 15, N2
language:en
Short-container-title:Ukr. Bioorg. Acta

Author:

Riabchenko Anastasiia¹,Shablykina Olga¹^ORCID,Shilin Serhiy¹,Chumachenko Svitlana²^ORCID,Khilya Volodymyr¹^ORCID

Affiliation:

1. Taras Shevchenko National University of Kyiv

2. V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry of the NAS of Ukraine

Abstract

The creation of new amino acid derivatives of 4-(1-oxo-1H-isochromen-3-yl)benzenesulfonyl chloride 1 was investigated. The interaction of the sulfonyl chloride 1 with amino acid methyl esters (hydrochlorides) in 1,4-dioxane in the presence of triethylamine led to the corresponding amino acid sulfonamide derivatives of isocoumarin. The reaction of the sulfonyl chloride 1 with phenylalanine in the basic aqueous solution was complicated by the lactone system disclosure and led to 2'-carboxydeoxybenzoin ultimately (namely, 2-(2-(4-(N-(1-carboxy-2-phenylethyl)sulfamoyl)phenyl)-2-oxoethyl)benzoic acid). Similar product was obtained by the alkali hydrolysis of methyl ((4-(1-oxo-1H-isochromen-3-yl)phenyl)sulfonyl)leucinate.

Publisher

National Academy of Sciences of Ukraine (Co. LTD Ukrinformnauka)

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