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Biomass-based enantioselective approach to 1,2-di(furan-2-yl)ethane-1,2-diamine and its derivatives Full article

Journal Mendeleev Communications
ISSN: 1364-551X , E-ISSN: 0959-9436
Output data Year: 2026, Volume: 36, Number: 1, Pages: 15-17 Pages count : 3 DOI: 10.71267/mencom.7871
Authors Vasechkin Konstantin V 1,2 , Kovalevsky Ruslan A 2 , Kucherenko Alexander Sergeevich 2 , Romanenko Alexandr Romanovich 3 , Korlyukov Alexander Aleksandrovich 3 , Zlotin Sergei Grigorievich 2
Affiliations
1 A. P. Nelubin Institute of Pharmacy, I. M. Sechenov First Moscow State Medical University, 119991 Moscow, Russian Federation
2 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation
3 A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119334 Moscow, Russian Federation

Abstract: A practical method for the synthesis of (S,S)- and (R,R)-1,2-di(furan-2-yl)ethane-1,2-diamine antipodes in a multigram scale is based on the stereoselective reaction of furfural, a biomass processing product, with commercially available enantiomers of 1,2-bis(2-hydroxyphenyl)ethane-1,2-diamine under green chemistry conditions. Simple chemical transformations of the (S,S)-enantiomer were not accompanied by racemization and did not require chromatographic purification of the products. In this way, chiral derivatives of 2,3-diaminosuccinic acid exhibiting antimicrobial properties, and ketopiperazine, a structural fragment of some biologically active compounds, were obtained.
Cite: Vasechkin K.V. , Kovalevsky R.A. , Kucherenko A.S. , Romanenko A.R. , Korlyukov A.A. , Zlotin S.G.
Biomass-based enantioselective approach to 1,2-di(furan-2-yl)ethane-1,2-diamine and its derivatives
Mendeleev Communications. 2026. V.36. N1. P.15-17. DOI: 10.71267/mencom.7871 WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:001629991500003
Scopus: 2-s2.0-105025129510
OpenAlex: W7107855556
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