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Synthesis of some diol DErivatives as potential reagents in steroid chemistry
Author(s) -
Katarina PenovGasi,
Ksenija Kuhajda,
Stanko Cvjetićanin,
Evgenija A. Djurendić,
Ljubica MedićMijačevic,
Vjera Pejanović,
Marija N. Sakač
Publication year - 2003
Publication title -
acta periodica technologica
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.134
H-Index - 15
eISSN - 2406-095X
pISSN - 1450-7188
DOI - 10.2298/apt0334111p
Subject(s) - reagent , chemistry , diol , alkyl , steroid , dehydroepiandrosterone , carbonyl group , organic chemistry , medicinal chemistry , stereochemistry , hormone , biochemistry , androgen
The multistage syntheses of the p-toluenesulphonyloxy esters (1-benzyloxy-4-p-toluenesulphonyloxybutane (3a) 1-benzyloxy-6-p-toluenesulphonyloxyhexane (3b) and 1-benzyloxy-10-p-toluenesulphonyloxydecane (3c)(, alkyl chlorides (1-benzyloxy-4-chlorobutane (4a), 1-benzyloxy-6-chlorohexane (4b) and 1-benzyloxy-10-chlorodecane (4c)(, as well as alkyl iodides (1-benzyloxy-4-iodobutane (5a), 1-benzyloxy-6-iodohexane (5b) and 1-benzyloxy-10-iododecane (5c)( with the terminal O-benzyl groups starting from 1,4-butanediol (1a), 1,6-hexanediol (1b) and 1,10-decanediol (1c) were carried out. The possibilities of formation and addition of the corresponding Grignard reagent to the C-17 carbonyl group of dehydroepiandrosterone were investigated

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