Synthesis of Chiral Dispiro-indolinone-pyrrolidine-rhodanines Using (R)/(S)-1-(2,4-dimethoxyphenyl)ethylamine

被引:0
作者
Degtiarev, Anton D. [1 ]
Barashkin, Aleksandr A. [1 ]
Grishin, Yuri K. [1 ]
Roznyatovsky, Vitaly A. [1 ]
Tafeenko, Viktor A. [1 ]
Tarasenko, Elena A. [1 ]
Beloglazkina, Elena K. [1 ]
机构
[1] MV Lomonosov Moscow State Univ, Dept Chem, Moscow 119991, Russia
关键词
1; 3-dipolar cycloaddition; Azomethine ylides; Chiral amines; Rhodanines; Spiro-compounds; STAPHYLOCOCCUS-AUREUS MRSA; BIOLOGICAL EVALUATION; DERIVATIVES BEARING; ASYMMETRIC CONSTRUCTION; RHODANINE-3-ACETIC ACID; METHICILLIN-RESISTANT; AZOMETHINE YLIDES; INHIBITORS; DESIGN; PIOGLITAZONE;
D O I
10.1002/slct.202503393
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The use of (R) or (S)-1-(2,4-dimethoxyphenyl)ethylamines as starting compounds makes it possible to obtain the individual enantiomers of dispiro-indolinone-pyrrolidine-rhodanines with a yield of up to 53% based on a three-step synthesis through the formation of 5-arylidenrhodanines with a chiral substituent at N(3) atom, their subsequent 1,3-dipolar cycloaddition with azomethine ylide generated in situ from isatin and sarcosine and chromatographic separation of the resulting diastereomers.
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页数:7
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