114967-89-4Relevant academic research and scientific papers
SYNTHESIS AND PROPERTIES OF ESTERS OF 21-THIOALKANOIC ACIDS OF CORTICOSTEROIDS
Pshenichnyi, V. N.,Mikhal'chuk, A. L.,Borisov, E. V.,Khripach, V. A.
, p. 890 - 895 (2007/10/02)
The esters of the 21-thioalkanoic acids of corticosteroids were synthesized by the reaction of the 21-sulfonic esters and 21-halogen derivatives of corticosteroids with methyl mercaptoacetate in the presence of bases or by heating in aprotic dipolar solvents and also from the 21-thioalkanoic acids and alcohols by means of carbodiimides.The esters are hydrolyzed to the 21-thioalkanoic acids and are also oxidized to sulfoxides.
SYNTHESIS OF N-HYDROXYSUCCINIMIDE ESTERS AND AMIDES OF THE 21-THIOALKANOIC ACIDS OF CORTICOSTEROIDS
Pshenichnyi, V. N.,Mikhal'chuk, A. L.,Khripach, V. A.
, p. 897 - 903 (2007/10/02)
The N-hydroxysuccinimide esters of the 21-thioalkanoic acids of corticosteroids were synthesized by the reaction of the 21-thioalkanoic acids of corticosteroids with N-hydroxysuccinimide in the presence of N,N-dicyclohexylcarbodiimide. Their reaction with ammonia and primary and secondary amines gave the amides of the acids, while their reaction with alcohols gave the esters.The amides were also obtained by the reaction of the 21-thioalkanoic acids of the corticosteroids with ammonia and amines in the presence of carbodiimides.The esters of the 21-thioalkanoic acids of the corticosteroids only form the amides in reaction with ammonia.The amides of the 21-thioalkanoic acids of corticosteroids can also be obtained from the 21-sulfonates and 21-halogen derivatives of the corticosteroids and mercaptoacetamides in the presence of bases or by heating in aprotic dipolar solvents.
