Synthesis of new chiral arylsulfonamides based on carane amino alcohols

New optically active arylsulfonamides, including carane-containing streptocide analogs, were synthesized by the reaction of carane amino alcohols with tosyl- and N -acetylsulfanilyl chlorides. Sulfonamide, which was prepared based on (–)-4β-amino-3α-hydroxy- cis -carane, was studied by X-ray diffrac...

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Published inRussian chemical bulletin Vol. 73; no. 8; pp. 2238 - 2247
Main Authors Grebyonkina, O. N., Banina, O. A., Rumyantsev, R. V., Baidamshina, D. R., Kolesnikova, A. I., Lezina, O. M., Rubtsova, S. A.
Format Journal Article
LanguageEnglish
Published New York Springer US 2024
Springer Nature B.V
Subjects
Alcohols
Chemical synthesis
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Full Articles
Inorganic Chemistry
Optical activity
Organic Chemistry
Sulfonamides
monoterpenoids
antimicrobial activity
streptocide
sulfonamide
X-ray diffraction analysis
(+)-3-carene
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Summary:New optically active arylsulfonamides, including carane-containing streptocide analogs, were synthesized by the reaction of carane amino alcohols with tosyl- and N -acetylsulfanilyl chlorides. Sulfonamide, which was prepared based on (–)-4β-amino-3α-hydroxy- cis -carane, was studied by X-ray diffraction. The synthesized sulfonamides and the starting amino alcohols were evaluated for antimicrobial activity.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-024-4345-0