The invention discloses preparation methods of two types of
abiraterone derivatives. The preparation method of a first type of
abiraterone derivatives comprises the following steps: by taking ethanediamine as a
raw material, carrying out monoprotection on amino by using (Boc)2O, carrying out
tertiary amination, and carrying out deprotection of
trifluoroacetic acid to obtain N1,N1-di-n-
alkyl-1,2-
diamine; reacting
abiraterone with CDI, then carrying out
condensation reaction with the N1,N1-di-n-
alkyl-1,2-
diamine, and finally carrying out
quaternary ammonium salinization reaction to prepare beta-N-methyl-N1,N1-di-n-
alkyl carbamic acid-Py-N-methyl -abiraterone ester with different
alkane chains. The preparation method of a second type of abiraterone derivatives comprises the following steps: by taking ethanediamine as a
raw material, carrying out monoprotection on amino by using (Boc)2O, carrying out
tertiary amination, carrying out
quaternary ammonium salinization and carrying out deprotection of
trifluoroacetic acid to obtain N-methyl-N1,N1-dialkyl ethanediamine; reacting abiraterone with nitrophenyl
chloroformate, then carrying out
condensation reaction with N-methyl-N1,N1-dialkyl ethanediamine to prepare beta-N-methyl-N1,N1-di-n-alkyl
carbamic acid abiraterone ester with different
alkane chains. The prepared abiraterone derivatives contain hydrophilic
quaternary ammonium salt groups; compared with the abiraterone, the home-made two types of abiraterone derivatives are expected to have high water
solubility.